RETOSIBAN

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Synonyms
Status
Molecule Category Free-form
UNII GIE06H28OX
EPA CompTox DTXSID00231559

Structure

InChI Key PLVGDGRBPMVYPB-FDUHJNRSSA-N
Smiles CC[C@H](C)[C@@H]1C(=O)N[C@H](C2Cc3ccccc3C2)C(=O)N1[C@@H](C(=O)N1CCOCC1)c1coc(C)n1
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

Physicochemical Descriptors

Property Name Value
Molecular Formula C27H34N4O5
Molecular Weight 494.59
AlogP 2.04
Hydrogen Bond Acceptor 6.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 6.0
Polar Surface Area 104.98
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 36.0

Pharmacology

Mechanism of Action Action Reference
Oxytocin receptor antagonist ANTAGONIST PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Vasopressin and oxytocin receptor
- - - 0.63-950 -
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Homo sapiens
- - - 0.63-950 -
Rattus norvegicus
- 180 - - -

Target Conservation

Protein: Oxytocin receptor
Description: Oxytocin receptor
Organism : Homo sapiens
P30559 ENSG00000180914

Cross References

Resources Reference
ChEMBL CHEMBL429736
DrugBank DB11818
FDA SRS GIE06H28OX
Guide to Pharmacology 8403
PDB NU2
PubChem 11340891
SureChEMBL SCHEMBL230301
ZINC ZINC000006718496
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