Compound Information

General Information of the Compound

Compound ID

CP0003146

Compound Name

5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide

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Synonyms

5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-piperidin-1-ylpyrazole-3-carboxamide

5-(p-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-piperidinopyrazole-3-carboxamide

Acomplia (TN)

Bethin (TN)

Monaslim (TN)

Remonabent (TN)

Rimonabant (JAN/USAN/INN)

Rimonabant [USAN:INN]

Rimoslim (TN)

Riobant

Riobant (TN)

Riomont (TN)

SR141716A

Slimona

Slimona (TN)

Zimulti (TN)

[3H]SR141716A

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Structure

Formula

C22H21Cl3N4O

Molecular Weight

463.796

Canonical SMILES

Cc1c(nn(c1-c1ccc(Cl)cc1)-c1ccc(Cl)cc1Cl)C(=O)NN1CCCCC1

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InChI

InChI=1S/C22H21Cl3N4O/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-9-17(24)13-18(19)25)21(14)15-5-7-16(23)8-6-15/h5-10,13H,2-4,11-12H2,1H3,(H,27,30)

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InChIKey

JZCPYUJPEARBJL-UHFFFAOYSA-N

CAS

168273-06-1

Physicochemical Property

logP	5.93862
Rotatable Bonds	4
Heavy Atom Count	30
Polar Areas	50.16
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Complexity	30

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID

CID: 104850

SID: 14809274

ChEMBL ID

CHEMBL111

DrugBank ID

DB06155

Map of Molecular Bioactivity Related to the Compound

Map of Molecular Bioactivity Related to the Compound Compound Cell Line Protein Bioactivity Value: <= 0.1 μM > 0.1 μM and <= 10 μM > 10 μM Imprecise Activity

Table of Molecular Bioactivities Related to the Compound

Protein ID: PT05334, ATP-binding cassette sub-family C member 4

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	Ki = 4000 nM Bioactivity Info	TI LI LO TS

Protein ID: PT04542, Bile salt export pump

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 25000 nM Bioactivity Info	TI LI LO TS

Protein ID: PT01298, Cannabinoid receptor 1

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	24
1	EC50 = 0.11 nM Bioactivity Info	TI LI LO TS
2	EC50 = 5 nM Bioactivity Info	TI LI LO TS
3	EC50 = 36 nM Bioactivity Info	TI LI LO TS
4	IC50 = 3.2 nM Bioactivity Info	TI LI LO TS
5	IC50 = 4.6 nM Bioactivity Info	TI LI LO TS
6	IC50 = 6 nM Bioactivity Info	TI LI LO TS
7	IC50 = 6.1 nM Bioactivity Info	TI LI LO TS
8	IC50 = 9.7 nM Bioactivity Info	TI LI LO TS
9	IC50 = 13 nM Bioactivity Info	TI LI LO TS
10	IC50 = 13.5 nM Bioactivity Info	TI LI LO TS
11	IC50 = 108 nM Bioactivity Info	TI LI LO TS
12	IC50 = 158.49 nM Bioactivity Info	TI LI LO TS
13	Kd = 2.512 nM Bioactivity Info	TI LI LO TS
14	Ki = 0.7 nM Bioactivity Info	TI LI LO TS
15	Ki = 0.74 nM Bioactivity Info	TI LI LO TS
16	Ki = 0.9333 nM Bioactivity Info	TI LI LO TS
17	Ki = 5.4 nM Bioactivity Info	TI LI LO TS
18	Ki = 6.2 nM Bioactivity Info	TI LI LO TS
19	Ki = 8.9 nM Bioactivity Info	TI LI LO TS
20	Ki = 10.6 nM Bioactivity Info	TI LI LO TS
21	Ki = 11 nM Bioactivity Info	TI LI LO TS
22	Ki = 12.6 nM Bioactivity Info	TI LI LO TS
23	Ki = 25 nM Bioactivity Info	TI LI LO TS
24	Ki = 143 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	26
1	EC50 = 1.5 nM Bioactivity Info	TI LI LO TS
2	EC50 = 4.1 nM Bioactivity Info	TI LI LO TS
3	EC50 = 15.7 nM Bioactivity Info	TI LI LO TS
4	EC50 = 18.2 nM Bioactivity Info	TI LI LO TS
5	EC50 = 586 nM Bioactivity Info	TI LI LO TS
6	IC50 = 2.8 nM Bioactivity Info	TI LI LO TS
7	IC50 = 13.2 nM Bioactivity Info	TI LI LO TS
8	IC50 = 15 nM Bioactivity Info	TI LI LO TS
9	Kd = 1.8 nM Bioactivity Info	TI LI LO TS
10	Kd = 2.57 nM Bioactivity Info	TI LI LO TS
11	Ki = 0.9 nM Bioactivity Info	TI LI LO TS
12	Ki = 1.1 nM Bioactivity Info	TI LI LO TS
13	Ki = 1.18 nM Bioactivity Info	TI LI LO TS
14	Ki = 1.8 nM Bioactivity Info	TI LI LO TS
15	Ki = 1.9 nM Bioactivity Info	TI LI LO TS
16	Ki = 1.995 nM Bioactivity Info	TI LI LO TS
17	Ki = 2.1 nM Bioactivity Info	TI LI LO TS
18	Ki = 2.4 nM Bioactivity Info	TI LI LO TS
19	Ki = 6 nM Bioactivity Info	TI LI LO TS
20	Ki = 6.18 nM Bioactivity Info	TI LI LO TS
21	Ki = 7.1 nM Bioactivity Info	TI LI LO TS
22	Ki = 8 nM Bioactivity Info	TI LI LO TS
23	Ki = 12 nM Bioactivity Info	TI LI LO TS
24	Ki = 16 nM Bioactivity Info	TI LI LO TS
25	Ki = 18 nM Bioactivity Info	TI LI LO TS
26	Ki = 40 nM Bioactivity Info	TI LI LO TS
CL000065	HEK293-EBNA Cell Line Info	Homo sapiens (Human)	2
1	EC50 = 4 nM Bioactivity Info	TI LI LO TS
2	Ki = 7.3 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	11
1	EC50 = 240 nM Bioactivity Info	TI LI LO TS
2	IC50 = 2.9 nM Bioactivity Info	TI LI LO TS
3	IC50 = 4.5 nM Bioactivity Info	TI LI LO TS
4	IC50 = 6.9 nM Bioactivity Info	TI LI LO TS
5	IC50 = 120 nM Bioactivity Info	TI LI LO TS
6	Ki = 0.19 nM Bioactivity Info	TI LI LO TS
7	Ki = 1 nM Bioactivity Info	TI LI LO TS
8	Ki = 1.18 nM Bioactivity Info	TI LI LO TS
9	Ki = 1.6 nM Bioactivity Info	TI LI LO TS
10	Ki = 5.9 nM Bioactivity Info	TI LI LO TS
11	Ki = 6.2 nM Bioactivity Info	TI LI LO TS
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	2
1	IC50 = 1.35 nM Bioactivity Info	TI LI LO TS
2	Ki = 0.43 nM Bioactivity Info	TI LI LO TS
CL000053	COS-7 Cell Line Info	Chlorocebus aethiops (Green monkey)	1
1	IC50 = 5.1 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 6.2 nM
2	IC50 = 13.5 nM
3	Ki = 0.037426 nM
4	Ki = 1.38 nM
5	Ki = 1.4 nM
6	Ki = 1.8 nM
7	Ki = 1.98 nM
8	Ki = 2.4 nM
9	Ki = 5.37 nM
10	Ki = 5.6 nM
11	Ki = 7.3 nM
12	Ki = 8.9 nM
13	Ki = 10.6 nM
14	Ki = 12 nM

Protein ID: PT01715, Cannabinoid receptor 1

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	2
1	IC50 = 25 nM Bioactivity Info	TI LI LO TS
2	Ki = 5 nM Bioactivity Info	TI LI LO TS

Protein ID: PT02190, Cannabinoid receptor 1

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	Ki = 0.31 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 4.53 nM
2	Ki = 1.8 nM

Protein ID: PT00834, Cannabinoid receptor 2

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	10
1	EC50 > 10000 nM Bioactivity Info	TI LI LO TS
2	IC50 = 1.9 nM Bioactivity Info	TI LI LO TS
3	IC50 = 1631.1 nM Bioactivity Info	TI LI LO TS
4	IC50 = 1939.8 nM Bioactivity Info	TI LI LO TS
5	Ki = 398.11 nM Bioactivity Info	TI LI LO TS
6	Ki = 554 nM Bioactivity Info	TI LI LO TS
7	Ki = 790 nM Bioactivity Info	TI LI LO TS
8	Ki = 1640 nM Bioactivity Info	TI LI LO TS
9	Ki > 40000 nM Bioactivity Info	TI LI LO TS
10	Ki > 1000 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	5
1	EC50 = 31210 nM Bioactivity Info	TI LI LO TS
2	IC50 = 1760 nM Bioactivity Info	TI LI LO TS
3	IC50 > 1000 nM Bioactivity Info	TI LI LO TS
4	Ki = 313 nM Bioactivity Info	TI LI LO TS
5	Ki = 522 nM Bioactivity Info	TI LI LO TS
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	13
1	IC50 = 92.5 nM Bioactivity Info	TI LI LO TS
2	IC50 = 600 nM Bioactivity Info	TI LI LO TS
3	IC50 = 603.3 nM Bioactivity Info	TI LI LO TS
4	IC50 = 1760 nM Bioactivity Info	TI LI LO TS
5	IC50 = 9100 nM Bioactivity Info	TI LI LO TS
6	IC50 = 9800 nM Bioactivity Info	TI LI LO TS
7	Ki = 126 nM Bioactivity Info	TI LI LO TS
8	Ki = 313 nM Bioactivity Info	TI LI LO TS
9	Ki = 560 nM Bioactivity Info	TI LI LO TS
10	Ki = 900 nM Bioactivity Info	TI LI LO TS
11	Ki = 1400 nM Bioactivity Info	TI LI LO TS
12	Ki = 1580 nM Bioactivity Info	TI LI LO TS
13	Ki = 7700 nM Bioactivity Info	TI LI LO TS
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	2
1	Ki = 815 nM Bioactivity Info	TI LI LO TS
2	Ki = 851.14 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	Ki = 0.454845 nM
2	Ki = 313 nM
3	Ki = 398.11 nM
4	Ki = 560 nM
5	Ki = 927 nM
6	Ki = 1569 nM
7	Ki > 1000 nM

Protein ID: PT05453, G-protein coupled receptor 55

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	EC50 = 2010 nM Bioactivity Info	TI LI LO TS

Protein ID: PT02516, Multidrug resistance-associated protein 1

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	Ki = 1400 nM Bioactivity Info	TI LI LO TS

Protein ID: PT06110, N-arachidonyl glycine receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	2
1	EC50 = 10100 nM Bioactivity Info	TI LI LO TS
2	IC50 = 10100 nM Bioactivity Info	TI LI LO TS

Clinical Information about the Compound

Drug 1 ( SR141716A )

Drug Name	SR141716A
Company	Sanofi-Aventis
Indication	Obesity Withdrawn from market
Target(s)	Cannabinoid receptor 1 (CB1) Target Info Antagonist

Cite

About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han