RIMONABANT

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Synonyms
Status
Molecule Category Free-form
ATC A08AX01
UNII RML78EN3XE
EPA CompTox DTXSID3046453

Structure

InChI Key JZCPYUJPEARBJL-UHFFFAOYSA-N
Smiles Cc1c(C(=O)NN2CCCCC2)nn(-c2ccc(Cl)cc2Cl)c1-c1ccc(Cl)cc1
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)

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H21Cl3N4O
Molecular Weight 463.8
AlogP 5.94
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 4.0
Polar Surface Area 50.16
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 30.0

Pharmacology

Mechanism of Action Action Reference
Cannabinoid CB1 receptor antagonist ANTAGONIST PubMed PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 5.3 - - -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Lipid-like ligand receptor (family A GPCR) Cannabinoid receptor
0.11-586 1.35-603.3 1.8-190.55 0.19-927 0-100
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- - - - -84--58
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Cavia porcellus
- - 0.25 - -
Homo sapiens
0.11-586 1.35-603.3 1.8-2.57 0.19-900 -84-100
Mus musculus
15 25 1.98-190.55 1.5-514 56-100
Rattus norvegicus
0.17 1.9-18 - 0.31-43 23-97.9

Target Conservation

Protein: Cannabinoid CB1 receptor
Description: Cannabinoid receptor 1
Organism : Homo sapiens
P21554 ENSG00000118432

Related Entries

Cross References

Resources Reference
ChEBI 34967
ChEMBL CHEMBL111
DrugBank DB06155
DrugCentral 4150
FDA SRS RML78EN3XE
Human Metabolome Database HMDB0015623
Guide to Pharmacology 743
KEGG C14319
PDB AY6
PharmGKB PA152407999
PubChem 104850
SureChEMBL SCHEMBL38637
ZINC ZINC000001540228
CONTENTS