surinabant   

GtoPdb Ligand ID: 9233

Synonyms: SR-147778
Compound class: Synthetic organic
Comment: Surinabant is a selective, orally active cannabinoid CB1 receptor antagonist [3], investigated for potential use as an aid to smoking cessation. CB1 receptor antagonists may have clinical potential in other addictions (e.g. alcoholism [2]) or conditions such as attention deficit hyperactivity disorder (ADHD) [1].
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 6
Topological polar surface area 49.64
Molecular weight 520.04
XLogP 6.77
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
Canonical SMILES CCc1c(nn(c1c1ccc(cc1)Br)c1ccc(cc1Cl)Cl)C(=O)NN1CCCCC1
Isomeric SMILES CCc1c(nn(c1c1ccc(cc1)Br)c1ccc(cc1Cl)Cl)C(=O)NN1CCCCC1
InChI InChI=1S/C23H23BrCl2N4O/c1-2-18-21(23(31)28-29-12-4-3-5-13-29)27-30(20-11-10-17(25)14-19(20)26)22(18)15-6-8-16(24)9-7-15/h6-11,14H,2-5,12-13H2,1H3,(H,28,31)
InChI Key HMXDWDSNPRNUKI-UHFFFAOYSA-N
Classification
Compound class Synthetic organic
IUPAC Name
5-(4-bromophenyl)-1-(2,4-dichlorophenyl)-4-ethyl-N-piperidin-1-ylpyrazole-3-carboxamide
International Nonproprietary Names
INN number INN
8640 surinabant
Synonyms
SR-147778
Database Links
BindingDB Ligand 50171290
CAS Registry No. 288104-79-0 (source: WHO INN record)
ChEMBL Ligand CHEMBL189676
GtoPdb PubChem SID 315661308
PubChem CID 9849616
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