retosiban   Click here for help

GtoPdb Ligand ID: 8403

Synonyms: GSK-221,149-A | GSK-221149A | GSK221149A
PDB Ligand
Compound class: Synthetic organic
Comment: Retosiban is a investigational non-peptide oxytocin antagonist [3-4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 1
Rotatable bonds 7
Topological polar surface area 104.98
Molecular weight 494.25
XLogP 1.59
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CCC(C1C(=O)NC(C(=O)N1C(C(=O)N1CCOCC1)c1coc(n1)C)C1Cc2c(C1)cccc2)C
Isomeric SMILES CC[C@@H]([C@@H]1C(=O)N[C@@H](C(=O)N1[C@@H](C(=O)N1CCOCC1)c1coc(n1)C)C1Cc2c(C1)cccc2)C
InChI InChI=1S/C27H34N4O5/c1-4-16(2)23-25(32)29-22(20-13-18-7-5-6-8-19(18)14-20)26(33)31(23)24(21-15-36-17(3)28-21)27(34)30-9-11-35-12-10-30/h5-8,15-16,20,22-24H,4,9-14H2,1-3H3,(H,29,32)/t16-,22+,23+,24+/m0/s1
InChI Key PLVGDGRBPMVYPB-FDUHJNRSSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(3R,6R)-6-[(2S)-butan-2-yl]-3-(2,3-dihydro-1H-inden-2-yl)-1-[(1R)-1-(2-methyl-1,3-oxazol-4-yl)-2-morpholin-4-yl-2-oxoethyl]piperazine-2,5-dione
International Nonproprietary Names Click here for help
INN number INN
8924 retosiban
Synonyms Click here for help
GSK-221,149-A | GSK-221149A | GSK221149A
Database Links Click here for help
CAS Registry No. 820957-38-8
ChEMBL Ligand CHEMBL429736
GtoPdb PubChem SID 252166613
PubChem CID 11340891
RCSB PDB Ligand NU2
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