carbetocin   Click here for help

GtoPdb Ligand ID: 11169

Synonyms: Pabal®
Approved drug
carbetocin is an approved drug (UK (2007))
Comment: Carbetocin is an oxytocin analogue. Like oxytocin it acts as an oxytocic, antihemorrhagic and uterotonic drug. Activating this pathway has already been shown to reduce food intake and body weight in both animal models and human clinical studies, and as a result oxytocin (plus analogues and non-peptide mimetics) is being evaluated for anti-obesity potential [2].
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2D Structure
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Canonical SMILES CC[C@@H]([C@@H]1NC(=O)[C@@H](NC(=O)CCCSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC1=O)CCC(=O)N)CC(=O)N)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)NCC(=O)N)CC(C)C)Cc1ccc(cc1)OC)C
Isomeric SMILES CC[C@@H]([C@@H]1NC(=O)[C@@H](NC(=O)CCCSC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC1=O)CCC(=O)N)CC(=O)N)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)NCC(=O)N)CC(C)C)Cc1ccc(cc1)OC)C
InChI InChI=1S/C45H69N11O12S/c1-6-25(4)38-44(66)51-28(15-16-34(46)57)40(62)52-31(21-35(47)58)41(63)54-32(23-69-18-8-10-37(60)50-30(42(64)55-38)20-26-11-13-27(68-5)14-12-26)45(67)56-17-7-9-33(56)43(65)53-29(19-24(2)3)39(61)49-22-36(48)59/h11-14,24-25,28-33,38H,6-10,15-23H2,1-5H3,(H2,46,57)(H2,47,58)(H2,48,59)(H,49,61)(H,50,60)(H,51,66)(H,52,62)(H,53,65)(H,54,63)(H,55,64)/t25-,28-,29-,30-,31-,32-,33-,38-/m0/s1
Classification Click here for help
Compound class Peptide or derivative
Approved drug? Yes (UK (2007))
WHO Essential Medicine WHO Essential Medicines List (EML) (22nd List, 2021). Access PDF version.
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International Nonproprietary Names Click here for help
INN number INN
5014 carbetocin
Synonyms Click here for help
Database Links Click here for help
Specialist databases
GPCRdb Ligand carbetocin
Other databases
CAS Registry No. 37025-55-1 (source: WHO INN record)
ChEMBL Ligand CHEMBL3301668
DrugBank Ligand DB01282
DrugCentral Ligand 495
GtoPdb PubChem SID 434122229
PubChem CID 16681432
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UniChem Compound Search for chemical match using the InChIKey NSTRIRCPWQHTIA-DTRKZRJBSA-N
UniChem Connectivity Search for chemical match using the InChIKey NSTRIRCPWQHTIA-DTRKZRJBSA-N