tariquidar   Click here for help

GtoPdb Ligand ID: 11787

Synonyms: compound 2 [PMID: 10098671] | XR-9576 | XR9576
PDB Ligand
Compound class: Synthetic organic
Comment: Tariquidar (XR9576) is a third generation inhibitor of the ATP-binding cassette transporter P-glycoprotein (P-gp; ABCB1) [1]. P-gp is a drug transporter that can promote resistance to drugs, including chemotherapeutics. Pharmacologic inhibition of P-gp is an established strategy that is being investigated to block this resistance mechanism in cancers [2].
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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 13
Topological polar surface area 111.25
Molecular weight 646.28
XLogP 5.35
No. Lipinski's rules broken 2
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Canonical SMILES COc1cc(C(=O)Nc2ccc(cc2)CCN2CCc3c(C2)cc(c(c3)OC)OC)c(cc1OC)NC(=O)c1cnc2c(c1)cccc2
Isomeric SMILES COc1c(cc2CN(CCc2c1)CCc1ccc(cc1)NC(=O)c1cc(c(cc1NC(=O)c1cc2ccccc2nc1)OC)OC)OC
InChI InChI=1S/C38H38N4O6/c1-45-33-18-25-14-16-42(23-28(25)19-34(33)46-2)15-13-24-9-11-29(12-10-24)40-38(44)30-20-35(47-3)36(48-4)21-32(30)41-37(43)27-17-26-7-5-6-8-31(26)39-22-27/h5-12,17-22H,13-16,23H2,1-4H3,(H,40,44)(H,41,43)
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8201 tariquidar
Synonyms Click here for help
compound 2 [PMID: 10098671] | XR-9576 | XR9576
Database Links Click here for help
BindingDB Ligand 50075373
CAS Registry No. 206873-63-4 (source: WHO INN record)
ChEMBL Ligand CHEMBL348475
DrugBank Ligand DB06240
GtoPdb PubChem SID 458923822
PubChem CID 148201
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UniChem Compound Search for chemical match using the InChIKey LGGHDPFKSSRQNS-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey LGGHDPFKSSRQNS-UHFFFAOYSA-N