surinabant   Click here for help

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].
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2D Structure
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Physico-chemical Properties
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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
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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)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8640 surinabant
Synonyms Click here for help
Database Links Click here for help
Specialist databases
GPCRdb Ligand surinabant
Other databases
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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UniChem Compound Search for chemical match using the InChIKey HMXDWDSNPRNUKI-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey HMXDWDSNPRNUKI-UHFFFAOYSA-N