atosiban   Click here for help

GtoPdb Ligand ID: 2213

Synonyms: Antocin® | d[D-Tyr(Et)2,Thr4,Orn8]vasotocin | d[D-Tyr(Et)2,Thr4]OVT | ORF22164 | RWJ 22164 | Tractocile®
Approved drug
atosiban is an approved drug (EMA (2000))
Comment: A synthetic analogue of oxytocin. There is some ambiguity over the exact stereochemistry of atosiban. Another representation is CID 68613.
Click here for help
2D Structure
Click here for help
Click here for structure editor
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES NCCCC(C(=O)NCC(=O)N)NC(=O)C1CCCN1C(=O)C1CSSCCC(=O)NC(Cc2ccc(cc2)OCC)C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC(=O)N)C(O)C)C(CC)C
Isomeric SMILES NCCC[C@@H](C(=O)NCC(=O)N)NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CSSCCC(=O)N[C@H](Cc2ccc(cc2)OCC)C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CC(=O)N)[C@H](O)C)[C@H](CC)C
InChI InChI=1S/C43H67N11O12S2/c1-5-23(3)35-41(63)53-36(24(4)55)42(64)50-29(20-32(45)56)38(60)51-30(43(65)54-17-8-10-31(54)40(62)49-27(9-7-16-44)37(59)47-21-33(46)57)22-68-67-18-15-34(58)48-28(39(61)52-35)19-25-11-13-26(14-12-25)66-6-2/h11-14,23-24,27-31,35-36,55H,5-10,15-22,44H2,1-4H3,(H2,45,56)(H2,46,57)(H,47,59)(H,48,58)(H,49,62)(H,50,64)(H,51,60)(H,52,61)(H,53,63)/t23-,24+,27-,28+,29-,30-,31-,35-,36-/m0/s1
InChI Key VWXRQYYUEIYXCZ-OBIMUBPZSA-N
Classification Click here for help
Compound class Peptide or derivative
Approved drug? Yes (EMA (2000))
IUPAC Name Click here for help
(2S)-N-[(2S)-5-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxopentan-2-yl]-1-[(4R,7S,10S,13S,16R)-7-(2-amino-2-oxoethyl)-13-[(2S)-butan-2-yl]-16-[(4-ethoxyphenyl)methyl]-10-(1-hydroxyethyl)-6,9,12,15,18-pentaoxo1,2-dithia-5,8,11,14,17-pentazacycloicosane-4-carbonyl]pyrrolidine-2-carboxamide
International Nonproprietary Names Click here for help
INN number INN
6392 atosiban
Synonyms Click here for help
Antocin® | d[D-Tyr(Et)2,Thr4,Orn8]vasotocin | d[D-Tyr(Et)2,Thr4]OVT | ORF22164 | RWJ 22164 | Tractocile®
Database Links Click here for help
CAS Registry No. 90779-69-4 (source: Scifinder)
ChEMBL Ligand CHEMBL382301
DrugCentral Ligand 3008
GtoPdb PubChem SID 135652002
PubChem CID 5311010
Search Google for chemical match using the InChIKey VWXRQYYUEIYXCZ-OBIMUBPZSA-N
Search Google for chemicals with the same backbone VWXRQYYUEIYXCZ
Search PubMed clinical trials atosiban
Search PubMed titles atosiban
Search PubMed titles/abstracts atosiban
Search UniChem for chemical match using the InChIKey VWXRQYYUEIYXCZ-OBIMUBPZSA-N
Search UniChem for chemicals with the same backbone VWXRQYYUEIYXCZ
Wikipedia Atosiban

Product suppliers

View disclaimer

Tocris
Atosiban
Cat. No. 6332