WS-898   Click here for help

GtoPdb Ligand ID: 11786

Synonyms: compound 26 [PMID: 34723530] | WS898
Compound class: Synthetic organic
Comment: WS-898 is an orally bioavailable inhibitor of the ATP-binding cassette transporter P-glycoprotein (P-gp; ABCB1) [1]. P-gp is a drug transporter that can promote multidrug resistance. Pharmacologic inhibition of P-gp is an established mechanism that is being investigated to overcome resistance and/or increase sensitivity to chemotherapy drugs.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 126.16
Molecular weight 567.18
XLogP 6.84
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES Cc1cc(Nc2ccc(cc2)C(=O)/C=C/c2ccc3c(c2)cccc3)n2c(n1)nc(n2)SCc1nc2c([nH]1)cccc2
Isomeric SMILES Cc1nc2nc(SCc3nc4ccccc4[nH]3)nn2c(Nc2ccc(C(=O)/C=C/c3ccc4ccccc4c3)cc2)c1
InChI InChI=1S/C33H25N7OS/c1-21-18-31(40-32(34-21)38-33(39-40)42-20-30-36-27-8-4-5-9-28(27)37-30)35-26-15-13-24(14-16-26)29(41)17-11-22-10-12-23-6-2-3-7-25(23)19-22/h2-19,35H,20H2,1H3,(H,36,37)/b17-11+
InChI Key WGQWRCAZEPAXRA-GZTJUZNOSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
(E)-1-(4-((2-(((1H-Benzo[d]imidazole-2-yl)methyl)thio)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)amino)phenyl)-3-(naphthalen-2-yl)prop-2-en-1-one
Synonyms Click here for help
compound 26 [PMID: 34723530] | WS898
Database Links Click here for help
GtoPdb PubChem SID 458923821
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