bremelanotide   Click here for help

GtoPdb Ligand ID: 10408

Synonyms: PT-141 | PT141 | Vyleesi®
Approved drug
bremelanotide is an approved drug (FDA (2019))
Comment: Bremelanotide is a stabilised, cyclic derivative of αMSH. Although it exhibits little selectivity across the melanocortin receptor family (with the exception of MC2, the ACTH receptor), bremelanotide's ability to increase female sexual arousal/desire is attributed primarily to agonist activity at the MC3 and MC4 receptors [2].
HELM annotation is PEPTIDE1{[ac].[Nle].D.H.[dF].R.W.K}$PEPTIDE1,PEPTIDE1,3:R3-8:R3$$$.
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2D Structure
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SMILES / InChI / InChIKey
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Canonical SMILES CCCCC(C(=O)NC1CC(=O)NCCCCC(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)Cc1[nH]cnc1)Cc1ccccc1)CCCN=C(N)N)Cc1c[nH]c2c1cccc2)C(=O)O)NC(=O)C
Isomeric SMILES CCCC[C@@H](C(=O)N[C@H]1CC(=O)NCCCC[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC1=O)Cc1[nH]cnc1)Cc1ccccc1)CCCN=C(N)N)Cc1c[nH]c2c1cccc2)C(=O)O)NC(=O)C
InChI InChI=1S/C50H68N14O10/c1-3-4-16-35(58-29(2)65)43(67)64-41-25-42(66)54-20-11-10-18-37(49(73)74)60-46(70)39(23-31-26-56-34-17-9-8-15-33(31)34)62-44(68)36(19-12-21-55-50(51)52)59-45(69)38(22-30-13-6-5-7-14-30)61-47(71)40(63-48(41)72)24-32-27-53-28-57-32/h5-9,13-15,17,26-28,35-41,56H,3-4,10-12,16,18-25H2,1-2H3,(H,53,57)(H,54,66)(H,58,65)(H,59,69)(H,60,70)(H,61,71)(H,62,68)(H,63,72)(H,64,67)(H,73,74)(H4,51,52,55)/t35-,36-,37-,38+,39-,40-,41-/m0/s1
InChI Key FFHBJDQSGDNCIV-MFVUMRCOSA-N
Classification Click here for help
Compound class Peptide or derivative
Approved drug? Yes (FDA (2019))
IUPAC Name Click here for help
(3S,6S,9R,12S,15S,23S)-15-[[(2S)-2-acetamidohexanoyl]amino]-9-benzyl-6-[3-(diaminomethylideneamino)propyl]-12-(1H-imidazol-5-ylmethyl)-3-(1H-indol-3-ylmethyl)-2,5,8,11,14,17-hexaoxo-1,4,7,10,13,18-hexazacyclotricosane-23-carboxylic acid
International Nonproprietary Names Click here for help
INN number INN
8737 bremelanotide
Synonyms Click here for help
PT-141 | PT141 | Vyleesi®
Database Links Click here for help
BindingDB Ligand 50389769
CAS Registry No. 189691-06-3 (source: WHO INN record)
ChEMBL Ligand CHEMBL2070241
DrugBank Ligand DB11653
DrugCentral Ligand 5329
GtoPdb PubChem SID 387271628
PubChem CID 9941379
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