1-Pentyl-2-methyl-3-(1-naphthoyl)indole (JWH-007) [C25H25NO]

Page 1

Query Query

1. Query N

O

Results

Date

1 substances in Reaxys

2018-03-27 16h:18m:02s (EST)

Search as: As drawn

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

1/32

2018-03-27 16:21:54


Reaxys ID 8350109 View in Reaxys

N

1/1 Chemical Name: 1-pentyl-2-methyl-3-(1-naphthoyl)indole Linear Structure Formula: C25H25NO Molecular Formula: C25H25NO Molecular Weight: 355.48 Type of Substance: heterocyclic InChI Key: IBBNKINXTRKICJ-UHFFFAOYSA-N Note:

O

Substance Label (2) Label References 17

Huffman, John W.; Mabon, Ross; Wu, Ming-Jung; Lu, Jianzhong; Hart, Richard; Hurst, Dow P.; Reggio, Patricia H.; Wiley, Jenny L.; Martin, Billy R.; Bioorganic and Medicinal Chemistry; vol. 11; nb. 4; (2003); p. 539 - 549, View in Reaxys

JWH-018

Showalter, Vincent M.; Compton, David R.; Martin, Billy R.; Abood, Mary E.; Journal of Pharmacology and Experimental Therapeutics; vol. 278; nb. 3; (1996); p. 989 - 999, View in Reaxys

Druglikeness (1) 1 of 1

LogP

7.372

H Bond Donors

0

H Bond Acceptors

2

Rotatable Bonds

6

TPSA

22

Lipinski Number

3

Veber Number

2

Highest Clinical Phase (1) Highest Clinical Phase Preclinical Medchem (61) 1 of 61

Target Name

Cannabinoid receptor 1 [human]

Target Synonyms

cann6; cannabinoid receptor 1; cb-r; cb1; cnr; cnr1 (cannabinoid receptor 1)

Target Uniprot ID

p21554; p21554-3

Target, Subunit, Species Cannabinoid receptor 1 [human] Target Mutant/Chimera Details

Cannabinoid receptor 1 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Cells/Cell Lines

CHO cell line

Cell Fraction

Membrane

Substance RN

8350109View in Reaxys

Substance Name

JWH 018

Substance Dose

1.00000E-11 M

Measurement Parameter

Ki

Unit

nM

Quantitative value

9.8

Deviation

2.80000

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

2/32

2018-03-27 16:21:54


2 of 61

Measurement pX

8.01

Concomitants: Compound RN

24140639; 24140641; 2835835; 6659789; 6659789

Concomitants: Compound name

Leupeptine; Pepstatin; Pefabloc; CP 55940; [3H]-CP 55940

Concomitants: Compound role

COM; COM; COM; NSB; RAD

Target Name

Cannabinoid receptor 2 [human]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2; cx5; hcb2

Target Uniprot ID

p34972

Target, Subunit, Species Cannabinoid receptor 2 [human]

3 of 61

Target Mutant/Chimera Details

Cannabinoid receptor 2 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Cells/Cell Lines

CHO cell line

Cell Fraction

Membrane

Substance RN

8350109View in Reaxys

Substance Name

JWH 018

Substance Dose

1.00000E-11 M

Measurement Parameter

Ki

Unit

nM

Quantitative value

3.1

Deviation

0.300000

Measurement pX

8.51

Concomitants: Compound RN

24140639; 24140641; 2835835; 6659789; 6659789

Concomitants: Compound name

Leupeptine; Pepstatin; Pefabloc; CP 55940; [3H]-CP 55940

Concomitants: Compound role

COM; COM; COM; NSB; RAD

Target Name

Cannabinoid receptor 1 [human]

Target Synonyms

cann6; cannabinoid receptor 1; cb-r; cb1; cnr; cnr1 (cannabinoid receptor 1)

Target, Subunit, Species Cannabinoid receptor 1 [human] Target Mutant/Chimera Details

Cannabinoid receptor 1 [human]:Mutated:Substitution,1,Phenylalanine,191,Leucine,Substitution,2,Leucine,193,Isoleucine,Substitution,3,Glycine,195,Serine,Substitution,4,Alanine,198,Methionine,Substitution,5,Serine,199,Threonine,Substitution,6,Phenylalanine, 208,Leucine

Target Species (Bioactivity)

human

Target Transfection

Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Cells/Cell Lines

CHO cell line

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

3/32

2018-03-27 16:21:54


4 of 61

Cell Fraction

Membrane

Substance RN

8350109View in Reaxys

Substance Name

JWH 018

Substance Dose

1.00000E-11 M

Measurement Parameter

Ki

Unit

nM

Quantitative value

1.4

Deviation

0.200000

Measurement pX

8.85

Concomitants: Compound RN

24140639; 24140641; 2835835; 6659789; 6659789

Concomitants: Compound name

Leupeptine; Pepstatin; Pefabloc; CP 55940; [3H]-CP 55940

Concomitants: Compound role

COM; COM; COM; NSB; RAD

Target Name

Cannabinoid receptor 1 [human]

Target Synonyms

cann6; cannabinoid receptor 1; cb-r; cb1; cnr; cnr1 (cannabinoid receptor 1)

Target Uniprot ID

p21554; p21554-3

Target, Subunit, Species Cannabinoid receptor 1 [human]

5 of 61

Target Mutant/Chimera Details

Cannabinoid receptor 1 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Substance Action on Target

Agonist

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

cAMP production

Cells/Cell Lines

CHO cell line

Substance RN

8350109View in Reaxys

Substance Name

JWH 018

Substance Dose

1.00000E-11 M

Measurement Parameter

EC50

Unit

nM

Quantitative value

14.7

Deviation

3.90000

Measurement pX

7.83

Concomitants: Compound RN

4300863; 52645

Concomitants: Compound name

Forskolin; [3H]-cAMP

Concomitants: Compound role

IND; MAR

Target Name

Cannabinoid receptor 1 [human]

Target Synonyms

cann6; cannabinoid receptor 1; cb-r; cb1; cnr; cnr1 (cannabinoid receptor 1)

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

4/32

2018-03-27 16:21:54


Target Uniprot ID

p21554; p21554-3

Target, Subunit, Species Cannabinoid receptor 1 [human]

6 of 61

Target Mutant/Chimera Details

Cannabinoid receptor 1 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Substance Action on Target

Agonist

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

cAMP production

Cells/Cell Lines

CHO cell line

Substance RN

8350109View in Reaxys

Substance Name

JWH 018

Substance Dose

1.00000E-11 M

Measurement Parameter

Emax(%)

Unit

%

Quantitative value

79

Concomitants: Compound RN

4300863; 52645

Concomitants: Compound name

Forskolin; [3H]-cAMP

Concomitants: Compound role

IND; MAR

Target Name

Cannabinoid receptor 1 [human]

Target Synonyms

cann6; cannabinoid receptor 1; cb-r; cb1; cnr; cnr1 (cannabinoid receptor 1)

Target, Subunit, Species Cannabinoid receptor 1 [human] Target Mutant/Chimera Details

Cannabinoid receptor 1 [human]:Mutated:Substitution,1,Phenylalanine,191,Leucine,Substitution,2,Leucine,193,Isoleucine,Substitution,3,Glycine,195,Serine,Substitution,4,Alanine,198,Methionine,Substitution,5,Serine,199,Threonine,Substitution,6,Phenylalanine, 208,Leucine

Target Species (Bioactivity)

human

Target Transfection

Transfected

Substance Action on Target

Agonist

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

cAMP production

Cells/Cell Lines

CHO cell line

Cell Fraction

Membrane

Substance RN

8350109View in Reaxys

Substance Name

JWH 018

Substance Dose

1.00000E-11 M

Measurement Parameter

EC50

Unit

nM

Quantitative value

4.7

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

5/32

2018-03-27 16:21:54


7 of 61

Deviation

0.800000

Measurement pX

8.33

Concomitants: Compound RN

4300863; 52645

Concomitants: Compound name

Forskolin; [3H]-cAMP

Concomitants: Compound role

IND; MAR

Target Name

Cannabinoid receptor 1 [human]

Target Synonyms

cann6; cannabinoid receptor 1; cb-r; cb1; cnr; cnr1 (cannabinoid receptor 1)

Target, Subunit, Species Cannabinoid receptor 1 [human]

8 of 61

Target Mutant/Chimera Details

Cannabinoid receptor 1 [human]:Mutated:Substitution,1,Phenylalanine,191,Leucine,Substitution,2,Leucine,193,Isoleucine,Substitution,3,Glycine,195,Serine,Substitution,4,Alanine,198,Methionine,Substitution,5,Serine,199,Threonine,Substitution,6,Phenylalanine, 208,Leucine

Target Species (Bioactivity)

human

Target Transfection

Transfected

Substance Action on Target

Agonist

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

cAMP production

Cells/Cell Lines

CHO cell line

Cell Fraction

Membrane

Substance RN

8350109View in Reaxys

Substance Name

JWH 018

Substance Dose

1.00000E-11 M

Measurement Parameter

Emax(%)

Unit

%

Quantitative value

70

Concomitants: Compound RN

4300863; 52645

Concomitants: Compound name

Forskolin; [3H]-cAMP

Concomitants: Compound role

IND; MAR

Target Name

cannabinoid receptor [Mus musculus]

Target Synonyms

cannabinoid receptor

Target, Subunit, Species cannabinoid receptor [Mus musculus] Target Mutant/Chimera Details

cannabinoid receptor [Mus musculus]:Wild

Target Species (Bioactivity)

Mus musculus

Target Transfection

Non Transfected

Substance Action on Target

Agonist

Bioassay Category

In Vitro (Efficacy)

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

6/32

2018-03-27 16:21:54


Bioassay Name

Organ contraction

Biological Species/NCBI MF1 mouse ID

9 of 61

Organs/Tissues

vas deferens

Substance RN

8350109View in Reaxys

Substance Name

1-pentyl-2-methyl-3-(1-naphthoyl)indole

Measurement Parameter

IC50

Unit

nM

Quantitative value

2.56

Measurement pX

8.59

Target Name

Cannabinoid receptor 1 [Rattus norvegicus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1); skr6

Target Uniprot ID

p20272

Target, Subunit, Species Cannabinoid receptor 1 [Rattus norvegicus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Biological Species/NCBI Sprague Dawley rat ID

10 of 61

Organs/Tissues

brain cortex

Cell Fraction

Membrane

Substance RN

8350109View in Reaxys

Substance Name

7

Substance Dose

0.100000 nM

Measurement Parameter

Ki

Unit

nM

Quantitative value

9.5

Deviation

4.50000

Measurement pX

8.02

Concomitants: Compound RN

6659789; 6659789

Concomitants: Compound name

CP 55940; [3H]-CP 55940

Concomitants: Compound role

NSB; RAD

Target Name

Cannabinoid receptor 2 [human]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2; cx5; hcb2

Target Uniprot ID

p34972

Target, Subunit, Species Cannabinoid receptor 2 [human]

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

7/32

2018-03-27 16:21:54


11 of 61

Target Mutant/Chimera Details

Cannabinoid receptor 2 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Cells/Cell Lines

CHO cell line

Cell Fraction

Membrane

Substance RN

8350109View in Reaxys

Substance Name

7

Substance Dose

0.100000 nM

Measurement Parameter

Ki

Unit

nM

Quantitative value

2.94

Deviation

2.60000

Measurement pX

8.53

Concomitants: Compound RN

6659789; 6659789

Concomitants: Compound name

CP 55940; [3H]-CP 55940

Concomitants: Compound role

NSB; RAD

Target Name

Cannabinoid receptor 1 [Rattus norvegicus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1); skr6

Target Uniprot ID

p20272

Target, Subunit, Species Cannabinoid receptor 1 [Rattus norvegicus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Biological Species/NCBI Sprague Dawley rat ID Organs/Tissues

brain

Cell Fraction

Cytoplasmic membrane

Substance RN

8350109View in Reaxys

Substance Name

7

Measurement Parameter

Ki

Unit

nM

Quantitative value

9.5

Deviation

4.50000

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

8/32

2018-03-27 16:21:54


12 of 61

Measurement pX

8.02

Concomitants: Compound RN

6659789; 6659789

Concomitants: Compound name

CP 55940; [3H]-CP 55940; Tris EDTA

Concomitants: Compound role

NSB; RAD; COM

Target Name

Cannabinoid receptor 1 [Mus musculus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1)

Target Uniprot ID

p47746

Target, Subunit, Species Cannabinoid receptor 1 [Mus musculus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Mus musculus]:Wild

Target Species (Bioactivity)

Mus musculus

Target Transfection

Non Transfected

Substance Effect

Antiinflammatory: non-steroidal

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Spontaneous activity

Biological Species/NCBI Institute for Cancer Research mouse ID Substance RN

8350109View in Reaxys

Substance Name

7

Substance Route of Adm.

intravenous administration

Substance Dosing Regi- Single men

13 of 61

Measurement Parameter

ED50

Unit

µmol/kg

Quantitative value

0.7

Target Name

Cannabinoid receptor 1 [Mus musculus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1)

Target Uniprot ID

p47746

Target, Subunit, Species Cannabinoid receptor 1 [Mus musculus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Mus musculus]:Wild

Target Species (Bioactivity)

Mus musculus

Target Transfection

Non Transfected

Substance Effect

Analgesic

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Biological Species/NCBI Institute for Cancer Research mouse ID Substance RN

8350109View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

9/32

2018-03-27 16:21:54


14 of 61

Substance Name

7

Measurement Parameter

ED50

Unit

µmol/kg

Measurement Object

max effect

Quantitative value

0.25

Target Name

Cannabinoid receptor 1 [Mus musculus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1)

Target Uniprot ID

p47746

Target, Subunit, Species Cannabinoid receptor 1 [Mus musculus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Mus musculus]:Wild

Target Species (Bioactivity)

Mus musculus

Target Transfection

Non Transfected

Substance Effect

Antiinflammatory: non-steroidal

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Spontaneous activity

Biological Species/NCBI Institute for Cancer Research mouse ID

15 of 61

Substance RN

8350109View in Reaxys

Substance Name

7

Measurement Parameter

ED50

Unit

µmol/kg

Measurement Object

max effect

Quantitative value

4.3

Target Name

Cannabinoid receptor 1 [Mus musculus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1)

Target Uniprot ID

p47746

Target, Subunit, Species Cannabinoid receptor 1 [Mus musculus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Mus musculus]:Wild

Target Species (Bioactivity)

Mus musculus

Target Transfection

Non Transfected

Substance Effect

Antiinflammatory: non-steroidal

Bioassay Category

In Vivo (Animal models)

Bioassay Name

Spontaneous activity

Biological Species/NCBI Institute for Cancer Research mouse ID Substance RN

8350109View in Reaxys

Substance Name

7

Measurement Parameter

ED50

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

10/32

2018-03-27 16:21:54


16 of 61

Unit

µmol/kg

Measurement Object

max effect

Quantitative value

1.9

Target Name

Cannabinoid receptor 1 [Rattus norvegicus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1); skr6

Target Uniprot ID

p20272

Target, Subunit, Species Cannabinoid receptor 1 [Rattus norvegicus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Target Transfection

Non Transfected

Substance Effect

Antiinflammatory: non-steroidal

Bioassay Category

In Vivo (Animal models)

Bioassay Name

In vivo Measurement

Biological Species/NCBI Sprague Dawley rat ID Substance RN

8350109View in Reaxys

Substance Name

7

Substance Route of Adm.

oral administration

Substance Dosing Regi- Repeated men

17 of 61

Measurement Parameter

ED50

Unit

µmol/kg

Qualitative value

<

Quantitative value

8.5

Concomitants: Compound RN

6659789; 4354308

Concomitants: Compound name

CP 55940; Delta9-THC

Concomitants: Compound role

TRA; TRA

Target Name

Cannabinoid receptor 2 [human]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2; cx5; hcb2

Target Uniprot ID

p34972

Target, Subunit, Species Cannabinoid receptor 2 [human] Target Mutant/Chimera Details

Cannabinoid receptor 2 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Cells/Cell Lines

CHO cell line

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

11/32

2018-03-27 16:21:54


Cell Fraction

Cytoplasmic membrane

Substance RN

8350109View in Reaxys

Substance Name

JWH-018

Measurement Parameter

Ki

Unit

nM

Quantitative value

2.94

Deviation

2.65000

Measurement pX

8.53

Concomitants: Compound RN

6659789; 6659789

Concomitants: Compound name

CP 55940; [3H]-CP 55940

Concomitants: Compound role

NSB; RAD

Showalter, Vincent M.; Compton, David R.; Martin, Billy R.; Abood, Mary E.; Journal of Pharmacology and Experimental Therapeutics; vol. 278; nb. 3; (1996); p. 989 - 999, View in Reaxys 18 of 61

Target Name

cannabinoid receptor [Rattus norvegicus]

Target Synonyms

cannabinoid receptor

Target, Subunit, Species cannabinoid receptor [Rattus norvegicus] Target Mutant/Chimera Details

cannabinoid receptor [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Target Transfection

Non Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Biological Species/NCBI Sprague Dawley rat ID

19 of 61

Organs/Tissues

brain cortex

Cell Fraction

Cytoplasmic membrane

Substance RN

8350109View in Reaxys

Substance Name

n-pentyl

Measurement Parameter

Ki

Unit

nM

Quantitative value

9.5

Measurement pX

8.02

Concomitants: Compound RN

6659789; 6659789

Concomitants: Compound name

CP 55940; [3H]-CP 55940

Concomitants: Compound role

NSB; RAD

Target Name

Cannabinoid receptor 1 [human]

Target Synonyms

cann6; cannabinoid receptor 1; cb-r; cb1; cnr; cnr1 (cannabinoid receptor 1)

Target Uniprot ID

p21554; p21554-3

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

12/32

2018-03-27 16:21:54


Target, Subunit, Species Cannabinoid receptor 1 [human]

20 of 61

Target Mutant/Chimera Details

Cannabinoid receptor 1 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Cells/Cell Lines

CHO cell line

Cell Fraction

Membrane

Substance RN

8350109View in Reaxys

Substance Name

Cpd 10

Measurement Parameter

pKi

Quantitative value

8.7

Deviation

0.100000

Measurement pX

8.7

Concomitants: Compound RN

6659789

Concomitants: Compound name

[3H]-CP 55940

Concomitants: Compound role

RAD

Target Name

Cannabinoid receptor 2 [human]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2; cx5; hcb2

Target Uniprot ID

p34972

Target, Subunit, Species Cannabinoid receptor 2 [human] Target Mutant/Chimera Details

Cannabinoid receptor 2 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Binding

Cells/Cell Lines

CHO cell line

Cell Fraction

Membrane

Substance RN

8350109View in Reaxys

Substance Name

Cpd 10

Measurement Parameter

pKi

Quantitative value

8.2

Deviation

0.100000

Measurement pX

8.2

Concomitants: Compound RN

6659789

Concomitants: Compound name

[3H]-CP 55940

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

13/32

2018-03-27 16:21:54


21 of 61

Concomitants: Compound role

RAD

Target Name

Cannabinoid receptor 1 [human]

Target Synonyms

cann6; cannabinoid receptor 1; cb-r; cb1; cnr; cnr1 (cannabinoid receptor 1)

Target Uniprot ID

p21554; p21554-3

Target, Subunit, Species Cannabinoid receptor 1 [human]

22 of 61

Target Mutant/Chimera Details

Cannabinoid receptor 1 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Substance Action on Target

Agonist

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Flux release

Cells/Cell Lines

CHO cell line

Substance RN

8350109View in Reaxys

Substance Name

Cpd 10

Measurement Parameter

pEC50

Quantitative value

8.3

Deviation

0.200000

Measurement pX

8.3

Concomitants: Compound RN

1913991; 1913991

Concomitants: Compound name

[3H]-Arachidonic acid; [3H]-Arachidonic acid; BSA

Concomitants: Compound role

MAR; SUB; COM

Target Name

Cannabinoid receptor 2 [human]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2; cx5; hcb2

Target Uniprot ID

p34972

Target, Subunit, Species Cannabinoid receptor 2 [human] Target Mutant/Chimera Details

Cannabinoid receptor 2 [human]:Wild

Target Species (Bioactivity)

human

Target Transfection

Transfected

Substance Action on Target

Inverse agonist

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

cAMP production

Cells/Cell Lines

CHO cell line

Substance RN

8350109View in Reaxys

Substance Name

Cpd 10

Measurement Parameter

pEC50

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

14/32

2018-03-27 16:21:54


23 of 61

Quantitative value

8.3

Deviation

0.300000

Measurement pX

8.3

Concomitants: Compound RN

4300863; 3555164

Concomitants: Compound name

Forskolin; IBMX

Concomitants: Compound role

IND; COM

Target Name

Cannabinoid receptor 2 [Rattus norvegicus]; Cannabinoid receptor 1 [Rattus norvegicus]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cnr2; rcb2 + brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1); skr6

Target Uniprot ID

q9qzn9 + p20272

Target, Subunit, Species Cannabinoid receptor 2 [Rattus norvegicus]; Cannabinoid receptor 1 [Rattus norvegicus] Target Mutant/Chimera Details

Cannabinoid receptor 2 [Rattus norvegicus]:Wild; Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus; Rattus norvegicus

Target Transfection

Non Transfected; Non Transfected

Substance Action on Target

Blocker

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Electrophysiology

Biological Species/NCBI Wistar rat ID

24 of 61

Organs/Tissues

prefrontal cortex

Substance RN

8350109View in Reaxys

Substance Name

Cpd 10

Measurement Parameter

IC50

Unit

µM

Quantitative value

0.28

Measurement pX

6.55

Target Name

Cannabinoid receptor 2 [Rattus norvegicus]; Cannabinoid receptor 1 [Rattus norvegicus]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cnr2; rcb2 + brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1); skr6

Target Uniprot ID

q9qzn9 + p20272

Target, Subunit, Species Cannabinoid receptor 2 [Rattus norvegicus]; Cannabinoid receptor 1 [Rattus norvegicus] Target Mutant/Chimera Details

Cannabinoid receptor 2 [Rattus norvegicus]:Wild; Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus; Rattus norvegicus

Target Transfection

Non Transfected; Non Transfected

Substance Action on Target

Blocker

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

Electrophysiology

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

15/32

2018-03-27 16:21:54


Biological Species/NCBI Wistar rat ID

25 of 61

Organs/Tissues

prefrontal cortex

Substance RN

8350109View in Reaxys

Substance Name

Cpd 10

Measurement Parameter

Emax(%)

Unit

%

Quantitative value

73.5

Deviation

10.8000

Target Name

Cannabinoid receptor 1 [Mus musculus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1)

Target Uniprot ID

p47746

Target, Subunit, Species Cannabinoid receptor 1 [Mus musculus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Mus musculus]:Wild

Target Species (Bioactivity)

Mus musculus

Target Transfection

Non Transfected

Substance Action on Target

Agonist

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

GTPgammaS

Biological Species/NCBI Mus musculus ID

26 of 61

Organs/Tissues

brain

Cells/Cell Lines

cells

Cell Fraction

Homogenate

Substance RN

8350109View in Reaxys

Substance Name

JWH-018

Measurement Parameter

EC50

Unit

nM

Quantitative value

8

Measurement pX

8.1

Concomitants: Compound RN

93029; 9743845; 10309076

Concomitants: Compound name

Adenosine; [35S]-GTPgS; GDP; BSA

Concomitants: Compound role

COM; MAR; COM; COM

Target Name

Cannabinoid receptor 1 [Rattus norvegicus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1); skr6

Target Uniprot ID

p20272

Target, Subunit, Species Cannabinoid receptor 1 [Rattus norvegicus]

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

16/32

2018-03-27 16:21:54


Target Mutant/Chimera Details

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity of the compound towards Cannabinoid receptor 1 from rat brain using [3H]CP-55,940 as radioligand

Biological Species/NCBI Rattus norvegicus ID

27 of 61

Cells/Cell Lines

brain cell

Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

10

Deviation

4

Measurement pX

8

Concomitants: Compound name

[3H]CP-55940

Concomitants: Compound role

RAD

Target Name

Cannabinoid receptor 2

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2 (cannabinoid receptor 2); cx5; hcb2; mcb2; rcb2

Target, Subunit, Species Cannabinoid receptor 2

28 of 61

Target Mutant/Chimera Details

Cannabinoid receptor 2:Wild

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity of the compound towards CB2 receptor

Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

2.9

Deviation

3

Measurement pX

8.54

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vivo spontaneous activity of the compound was determined in mice

Biological Species/NCBI Mus musculus ID Substance RN

8350109View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

17/32

2018-03-27 16:21:54


Measurement Parameter

Activity

Unit

µM/kg

Measurement Object

SA

Qualitative value

=

Quantitative value

0.7

Huffman, John W.; Lu, Jianzhong; Dai, Dong; Kitaygorodskiy, Aleksandr; Wiley, Jenny L.; Martin, Billy R.; Bioorganic and Medicinal Chemistry; vol. 8; nb. 2; (2000); p. 439 - 447, View in Reaxys 29 of 61

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Cannabimimetic activity was determined in mouse by measuring rectal temperature

Biological Species/NCBI Mus musculus ID Substance RN

8350109View in Reaxys

Measurement Parameter

Activity

Unit

µM/kg

Measurement Object

Retention time

Qualitative value

=

Quantitative value

4.3

Huffman, John W.; Lu, Jianzhong; Dai, Dong; Kitaygorodskiy, Aleksandr; Wiley, Jenny L.; Martin, Billy R.; Bioorganic and Medicinal Chemistry; vol. 8; nb. 2; (2000); p. 439 - 447, View in Reaxys 30 of 61

Target Name

Cannabinoid receptor 1

Target Synonyms

brain-type cannabinoid receptor; cann6; cannabinoid receptor 1; cb-r; cb1; cnr; cnr1 (cannabinoid receptor 1); skr6 (cannabinoid receptor 1)

Target, Subunit, Species Cannabinoid receptor 1

31 of 61

Target Mutant/Chimera Details

Cannabinoid receptor 1:Wild

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Inhibition constant (LogKi) of the compound against Cannabinoid receptor 1

Substance RN

8350109View in Reaxys

Unit

nm

Qualitative value

=

Quantitative value

0.98

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vivo antinociceptive activity of the compound was determined in mouse by tail flick method

Biological Species/NCBI Mus musculus ID Substance RN

8350109View in Reaxys

Measurement Parameter

ED50

Unit

µM/kg

Measurement Object

Antinociceptive activity

Qualitative value

=

Quantitative value

0.25

Huffman, John W.; Lu, Jianzhong; Dai, Dong; Kitaygorodskiy, Aleksandr; Wiley, Jenny L.; Martin, Billy R.; Bioorganic and Medicinal Chemistry; vol. 8; nb. 2; (2000); p. 439 - 447, View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

18/32

2018-03-27 16:21:54


32 of 61

Target Name

Cannabinoid receptor 1 [Mus musculus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1)

Target Uniprot ID

p47746

Target, Subunit, Species Cannabinoid receptor 1 [Mus musculus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Mus musculus]:Wild

Target Species (Bioactivity)

Mus musculus

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vitro binding affinity of the compound towards cannabinoid receptor 1 using [3H]CP-55940 as radioligand in mouse brain

Biological Species/NCBI Mus musculus ID Cells/Cell Lines

brain cell

Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

9.5

Deviation

4.5

Measurement pX

8.02

Concomitants: Compound name

[3H]CP-55940

Concomitants: Compound role

RAD

Huffman, John W.; Lu, Jianzhong; Dai, Dong; Kitaygorodskiy, Aleksandr; Wiley, Jenny L.; Martin, Billy R.; Bioorganic and Medicinal Chemistry; vol. 8; nb. 2; (2000); p. 439 - 447, View in Reaxys 33 of 61

Target Name

Cannabinoid receptor 2

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2 (cannabinoid receptor 2); cx5; hcb2; mcb2; rcb2

Target, Subunit, Species Cannabinoid receptor 2

34 of 61

Target Mutant/Chimera Details

Cannabinoid receptor 2:Wild

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Inhibition constant (LogKi) of the compound against Cannabinoid receptor 2

Substance RN

8350109View in Reaxys

Unit

nm

Qualitative value

=

Quantitative value

0.47

Target Name

Cannabinoid receptor 1 [Rattus norvegicus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1); skr6

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

19/32

2018-03-27 16:21:54


Target Uniprot ID

p20272

Target, Subunit, Species Cannabinoid receptor 1 [Rattus norvegicus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vitro binding affinity of the compound towards cannabinoid receptor 1 of rat whole brain membrane using 1 nM [3H]CP-55940 as radioligand

Biological Species/NCBI Rattus norvegicus ID Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

9.5

Deviation

4.5

Measurement pX

8.02

Concomitants: Compound name

[3H]CP-55940

Concomitants: Compound role

RAD

Huffman, John W.; Mabon, Ross; Wu, Ming-Jung; Lu, Jianzhong; Hart, Richard; Hurst, Dow P.; Reggio, Patricia H.; Wiley, Jenny L.; Martin, Billy R.; Bioorganic and Medicinal Chemistry; vol. 11; nb. 4; (2003); p. 539 - 549, View in Reaxys 35 of 61

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Average of the effective dose required to produce spontaneous activity, antinociception, hypothermia, and catalepsy in a mouse model of cannabimimetic activity

Biological Species/NCBI Mus musculus ID Substance RN

8350109View in Reaxys

Measurement Parameter

ED50

Unit

µM/kg

Measurement Object

Average of the effective dose required

Qualitative value

=

Quantitative value

2.62

John W. Huffman; Dong Dai; Billy R. Martin; David R. Compton; Bioorganic & medicinal chemistry letters; vol. 4; nb. 4; (1994); p. 563 - 566, View in Reaxys 36 of 61

Target Name

cannabinoid receptor

Target Synonyms

cannabinoid receptor; cannaboid receptor

Target, Subunit, Species cannabinoid receptor Target Mutant/Chimera Details

cannabinoid receptor:Wild

Substance Action on Target

Inhibitor

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

20/32

2018-03-27 16:21:54


Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vitro Inhibition constant of compound to displace [3H]CP-55940 from cannabinoid receptor

Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

9.5

Deviation

4.5

Measurement pX

8.02

Concomitants: Compound name

[3H]CP-55940

Concomitants: Compound role

RAD

John W. Huffman; Dong Dai; Billy R. Martin; David R. Compton; Bioorganic & medicinal chemistry letters; vol. 4; nb. 4; (1994); p. 563 - 566, View in Reaxys 37 of 61

Target Name

Cannabinoid receptor 2 [human]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2; cx5; hcb2

Target Uniprot ID

p34972

Target, Subunit, Species Cannabinoid receptor 2 [human] Target Mutant/Chimera Details

Cannabinoid receptor 2 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity towards human cannabinoid receptor 2 expressed in CHO cells using [3H]CP 55,940 as radioligand upon incubation at 30 degree C for 1 h

Biological Species/NCBI human ID

38 of 61

Cells/Cell Lines

CHO cell line

Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

2.9

Deviation

2.6

Measurement pX

8.54

Concomitants: Compound name

[3H]CP-55940

Concomitants: Compound role

RAD

Target Name

Cannabinoid receptor 1 [Rattus norvegicus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1); skr6

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

21/32

2018-03-27 16:21:54


Target Uniprot ID

p20272

Target, Subunit, Species Cannabinoid receptor 1 [Rattus norvegicus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity towards cannabinoid receptor 1 using [3H]CP 55,940 as radioligand in rat brain membranes

Biological Species/NCBI Rattus norvegicus ID

39 of 61

Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

9.5

Deviation

4.5

Measurement pX

8.02

Concomitants: Compound name

[3H]CP-55940

Concomitants: Compound role

RAD

Target Name

Cannabinoid receptor 2 [human]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2; cx5; hcb2

Target Uniprot ID

p34972

Target, Subunit, Species Cannabinoid receptor 2 [human] Target Mutant/Chimera Details

Cannabinoid receptor 2 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Ratio of binding affinity of human cannabinoid receptor 2 expressed in CHO cells to that of rat cannabinoid receptor 1

Biological Species/NCBI human ID

40 of 61

Cells/Cell Lines

CHO cell line

Substance RN

8350109View in Reaxys

Measurement Parameter

Ratio

Quantitative value

3.3

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vivo effective dose of the compound measured spontaneous activity(SA) in mouse

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

22/32

2018-03-27 16:21:54


Biological Species/NCBI Mus musculus ID Substance RN

8350109View in Reaxys

Measurement Parameter

ED50

Unit

µM/kg

Measurement Object

Spontaneous activity

Qualitative value

=

Quantitative value

0.7

Huffman; Current pharmaceutical design; vol. 6; nb. 13; (2000); p. 1323 - 1337, View in Reaxys 41 of 61

Target Name

Cannabinoid receptor 1 [Rattus norvegicus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1); skr6

Target Uniprot ID

p20272

Target, Subunit, Species Cannabinoid receptor 1 [Rattus norvegicus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Inhibitory constant of the compound against cannabinoid receptor 1 using [3H] CP-55,940 as radioligand in rat brain membrane

Biological Species/NCBI Rattus norvegicus ID Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

9.5

Deviation

4.5

Measurement pX

8.02

Concomitants: Compound name

[3H]CP-55940

Concomitants: Compound role

RAD

Huffman; Current pharmaceutical design; vol. 6; nb. 13; (2000); p. 1323 - 1337, View in Reaxys 42 of 61

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vivo effective dose of the compound measured hypothermia (as decrease in rectal temperature, RT) in mouse

Biological Species/NCBI Mus musculus ID Substance RN

8350109View in Reaxys

Measurement Parameter

ED50

Unit

µM/kg

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

23/32

2018-03-27 16:21:54


Measurement Object

Hypothermia

Qualitative value

=

Quantitative value

4.3

Huffman; Current pharmaceutical design; vol. 6; nb. 13; (2000); p. 1323 - 1337, View in Reaxys 43 of 61

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vivo effective dose of the compound measured antinociception (as tail flick, TF) in mouse

Biological Species/NCBI Mus musculus ID Substance RN

8350109View in Reaxys

Measurement Parameter

ED50

Unit

µM/kg

Measurement Object

Antinociception

Qualitative value

=

Quantitative value

0.25

Huffman; Current pharmaceutical design; vol. 6; nb. 13; (2000); p. 1323 - 1337, View in Reaxys 44 of 61

Target Name

Cannabinoid receptor 2 [human]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2; cx5; hcb2

Target Uniprot ID

p34972

Target, Subunit, Species Cannabinoid receptor 2 [human] Target Mutant/Chimera Details

Cannabinoid receptor 2 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Inhibitor

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Inhibitory constant of the compound against cannabinoid receptor 2 using [3H] WIN-55,212 as radioligand in human spleen membrane

Biological Species/NCBI human ID Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

2.9

Deviation

2.6

Measurement pX

8.54

Concomitants: Compound name

[3H]WIN 55212-2

Concomitants: Compound role

RAD

Huffman; Current pharmaceutical design; vol. 6; nb. 13; (2000); p. 1323 - 1337, View in Reaxys 45 of 61

Target Name

Cannabinoid receptor 2 [human]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2; cx5; hcb2

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

24/32

2018-03-27 16:21:54


Target Uniprot ID

p34972

Target, Subunit, Species Cannabinoid receptor 2 [human] Target Mutant/Chimera Details

Cannabinoid receptor 2 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity of the compound towards human Cannabinoid receptor 2 using [3H](-)CP55940 as radioligand

Biological Species/NCBI human ID

46 of 61

Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

13.8

Measurement pX

7.86

Concomitants: Compound name

[3H](-)CP-55940

Concomitants: Compound role

RAD

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vivo effective dose required for spontaneous activity was determined in mouse

Biological Species/NCBI Mus musculus ID Substance RN

8350109View in Reaxys

Measurement Parameter

ED50

Unit

µM/kg

Qualitative value

=

Quantitative value

0.7

Huffman; Padgett; Current Medicinal Chemistry; vol. 12; nb. 12; (2005); p. 1395 - 1411, View in Reaxys 47 of 61

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vivo effect on hypothermia was determined in mouse by measuring the decrease in rectal temperature

Biological Species/NCBI Mus musculus ID Substance RN

8350109View in Reaxys

Measurement Parameter

Activity

Measurement Object

Decrease in rectal temperature

Quantitative value

4.3

Huffman; Padgett; Current Medicinal Chemistry; vol. 12; nb. 12; (2005); p. 1395 - 1411, View in Reaxys 48 of 61

Target Name

Cannabinoid receptor 1 [Rattus norvegicus]

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

25/32

2018-03-27 16:21:54


Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1); skr6

Target Uniprot ID

p20272

Target, Subunit, Species Cannabinoid receptor 1 [Rattus norvegicus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity towards Cannabinoid receptor 1 (40 ug) from rat forebrain synaptosomal membranes using 0.76 nM [3H]CP-55,940 as radioligand upon incubation for 1 h at 30 degree C

Biological Species/NCBI Rattus norvegicus ID Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

9.5

Deviation

4.5

Measurement pX

8.02

Concomitants: Compound name

[3H]CP-55940

Concomitants: Compound role

RAD

Huffman; Padgett; Current Medicinal Chemistry; vol. 12; nb. 12; (2005); p. 1395 - 1411, View in Reaxys 49 of 61

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

In vivo antinociceptive activity was determined in mouse using tail flick method

Biological Species/NCBI Mus musculus ID Substance RN

8350109View in Reaxys

Measurement Parameter

Activity

Unit

µM/kg

Measurement Object

Antinociceptive activity

Qualitative value

=

Quantitative value

0.25

Huffman; Padgett; Current Medicinal Chemistry; vol. 12; nb. 12; (2005); p. 1395 - 1411, View in Reaxys 50 of 61

Target Name

Cannabinoid receptor 1 [human]

Target Synonyms

cann6; cannabinoid receptor 1; cb-r; cb1; cnr; cnr1 (cannabinoid receptor 1)

Target Uniprot ID

p21554; p21554-3

Target, Subunit, Species Cannabinoid receptor 1 [human] Target Mutant/Chimera Details

Cannabinoid receptor 1 [human]:Wild

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

26/32

2018-03-27 16:21:54


Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Ratio of binding affinity towards human Cannabinoid receptor 1 to that of human Cannabinoid receptor 2

Biological Species/NCBI human ID

51 of 61

Substance RN

8350109View in Reaxys

Measurement Parameter

Ratio

Quantitative value

24.3

Target Name

Cannabinoid receptor 2 [Mus musculus]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cnr2; mcb2

Target Uniprot ID

p47936

Target, Subunit, Species Cannabinoid receptor 2 [Mus musculus] Target Mutant/Chimera Details

Cannabinoid receptor 2 [Mus musculus]:Wild

Target Species (Bioactivity)

Mus musculus

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity towards Cannabinoid receptor 2 (40 ug) from mouse spleen membranes using 0.76 nM [3H]CP-55,940 as radioligand upon incubation for 1 h at 30 degree C

Biological Species/NCBI Mus musculus ID Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

2.9

Deviation

2.6

Measurement pX

8.54

Concomitants: Compound name

[3H]CP-55940

Concomitants: Compound role

RAD

Huffman; Padgett; Current Medicinal Chemistry; vol. 12; nb. 12; (2005); p. 1395 - 1411, View in Reaxys 52 of 61

Target Name

Cannabinoid receptor 1 [Rattus norvegicus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1); skr6

Target Uniprot ID

p20272

Target, Subunit, Species Cannabinoid receptor 1 [Rattus norvegicus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

27/32

2018-03-27 16:21:54


Target Species (Bioactivity)

Rattus norvegicus

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity of the compound towards rat cannabinoid receptor 1 in brain homogenates

Biological Species/NCBI Rattus norvegicus ID

53 of 61

Substance RN

8350109View in Reaxys

Measurement Parameter

pKi

Quantitative value

8.022

Measurement pX

8.02

Target Name

Cannabinoid receptor 1 [Rattus norvegicus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1); skr6

Target Uniprot ID

p20272

Target, Subunit, Species Cannabinoid receptor 1 [Rattus norvegicus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Ratio of binding affinity of the compound towards rat brain homogenate cannabinoid receptor 1 to that of cloned human cannabinoid receptor 2

Biological Species/NCBI Rattus norvegicus ID

54 of 61

Substance RN

8350109View in Reaxys

Measurement Parameter

Ratio

Quantitative value

0.94

Target Name

Cannabinoid receptor 2 [human]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2; cx5; hcb2

Target Uniprot ID

p34972

Target, Subunit, Species Cannabinoid receptor 2 [human] Target Mutant/Chimera Details

Cannabinoid receptor 2 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity of the compound towards cloned human cannabinoid receptor 2 was determined

Biological Species/NCBI human ID Substance RN

8350109View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

28/32

2018-03-27 16:21:54


55 of 61

Measurement Parameter

pKi

Quantitative value

8.538

Measurement pX

8.54

Target Name

Cannabinoid receptor 2 [human]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2; cx5; hcb2

Target Uniprot ID

p34972

Target, Subunit, Species Cannabinoid receptor 2 [human] Target Mutant/Chimera Details

Cannabinoid receptor 2 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity of the compound towards human cannabinoid receptor 2 expressed in CHO membranes using 102.9 Ci/mmol [3H]CP 55940 as radioligand upon incubation in 50 mM Tris-HCl, pH 7.4 for 1 h at 30 degree C

Biological Species/NCBI human ID

56 of 61

Cells/Cell Lines

CHO cell line

Substance RN

8350109View in Reaxys

Qualitative Results

Ki not calculated

Measurement Parameter

Qualitative

Measurement Object

Ki

Concomitants: Compound name

[3H]CP 55940

Concomitants: Compound role

RAD

Target Name

Cannabinoid receptor 2 [human]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2; cx5; hcb2

Target Uniprot ID

p34972

Target, Subunit, Species Cannabinoid receptor 2 [human] Target Mutant/Chimera Details

Cannabinoid receptor 2 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Negative logarithm of binding affinity of the compound towards human cannabinoid receptor 2 expressed in CHO membranes using 102.9 Ci/mmol [3H]CP 55940 as radioligand upon incubation in 50 mM Tris-HCl, pH 7.4 for 1 h at 30 degree C

Biological Species/NCBI human ID Cells/Cell Lines

CHO cell line

Substance RN

8350109View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

29/32

2018-03-27 16:21:54


57 of 61

Measurement Parameter

pKi

Quantitative value

8.537

Measurement pX

8.54

Concomitants: Compound name

[3H]CP 55940

Concomitants: Compound role

RAD

Target Name

Cannabinoid receptor 1 [human]

Target Synonyms

cann6; cannabinoid receptor 1; cb-r; cb1; cnr; cnr1 (cannabinoid receptor 1)

Target Uniprot ID

p21554; p21554-3

Target, Subunit, Species Cannabinoid receptor 1 [human] Target Mutant/Chimera Details

Cannabinoid receptor 1 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity of the compound towards human cannabinoid receptor 1

Biological Species/NCBI human ID

58 of 61

Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

9.5

Deviation

4.5

Measurement pX

8.02

Target Name

Cannabinoid receptor 2 [human]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2; cx5; hcb2

Target Uniprot ID

p34972

Target, Subunit, Species Cannabinoid receptor 2 [human] Target Mutant/Chimera Details

Cannabinoid receptor 2 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity of the compound towards human cannabinoid receptor 2

Biological Species/NCBI human ID Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

30/32

2018-03-27 16:21:54


59 of 61

Qualitative value

=

Quantitative value

2.9

Deviation

2.6

Measurement pX

8.54

Target Name

Cannabinoid receptor 1 [Rattus norvegicus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1); skr6

Target Uniprot ID

p20272

Target, Subunit, Species Cannabinoid receptor 1 [Rattus norvegicus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity towards rat brain cannabinoid receptor 1 using [3H] CP 55,940 upon incubation in 50 mM Tris-HCl, pH 7.4 at 30 degree C for 1 hour

Biological Species/NCBI Rattus norvegicus ID

60 of 61

Organs/Tissues

brain

Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

9.5

Deviation

4.5

Measurement pX

8.02

Concomitants: Compound name

[3H]CP-55940

Concomitants: Compound role

RAD

Target Name

Cannabinoid receptor 1 [Rattus norvegicus]

Target Synonyms

brain-type cannabinoid receptor; cannabinoid receptor 1; cb-r; cb1; cnr1 (cannabinoid receptor 1); skr6

Target Uniprot ID

p20272

Target, Subunit, Species Cannabinoid receptor 1 [Rattus norvegicus] Target Mutant/Chimera Details

Cannabinoid receptor 1 [Rattus norvegicus]:Wild

Target Species (Bioactivity)

Rattus norvegicus

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Ratio of binding affinity towards rat brain cannabinoid receptor 1 to that of human cannabinoid receptor 2

Biological Species/NCBI Rattus norvegicus ID Organs/Tissues

brain

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

31/32

2018-03-27 16:21:54


61 of 61

Substance RN

8350109View in Reaxys

Measurement Parameter

Ratio

Measurement Object

Ratio

Quantitative value

3.3

Target Name

Cannabinoid receptor 2 [human]

Target Synonyms

cannabinoid receptor 2; cb-2; cb2; cb2a; cb2b; cnr2; cx5; hcb2

Target Uniprot ID

p34972

Target, Subunit, Species Cannabinoid receptor 2 [human] Target Mutant/Chimera Details

Cannabinoid receptor 2 [human]:Wild

Target Species (Bioactivity)

human

Substance Action on Target

Radioligand (/ligand)

Bioassay Category

In Vitro (Efficacy)

Bioassay Details

Binding affinity towards human cannabinoid receptor 2 using [3H] CP 55,940 upon incubation in 50 mM Tris-HCl, pH 7.4 at 30 degree C for 1 hour

Biological Species/NCBI human ID Substance RN

8350109View in Reaxys

Measurement Parameter

Ki

Unit

nM

Qualitative value

=

Quantitative value

2

Deviation

2.6

Measurement pX

8.7

Concomitants: Compound name

[3H]CP-55940

Concomitants: Compound role

RAD

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

32/32

2018-03-27 16:21:54


Turn static files into dynamic content formats.

Create a flipbook
Issuu converts static files into: digital portfolios, online yearbooks, online catalogs, digital photo albums and more. Sign up and create your flipbook.