laniquidar   Click here for help

GtoPdb Ligand ID: 11789

Compound class: Synthetic organic
Comment: Laniquidar (R101933) is a third generation inhibitor of the ATP-binding cassette transporter P-glycoprotein (P-gp; ABCB1) [1-2]. P-gp is a drug transporter and efflux pump 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 [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 5
Hydrogen bond donors 0
Rotatable bonds 8
Topological polar surface area 69.48
Molecular weight 584.28
XLogP 6.37
No. Lipinski's rules broken 1
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Canonical SMILES COC(=O)c1cnc2n1CCc1c(C2=C2CCN(CC2)CCc2ccc(cc2)OCc2ccc3c(n2)cccc3)cccc1
Isomeric SMILES COC(=O)c1cnc2n1CCc1ccccc1C2=C1CCN(CC1)CCc1ccc(cc1)OCc1nc2ccccc2cc1
InChI InChI=1S/C37H36N4O3/c1-43-37(42)34-24-38-36-35(32-8-4-2-6-27(32)19-23-41(34)36)29-17-21-40(22-18-29)20-16-26-10-14-31(15-11-26)44-25-30-13-12-28-7-3-5-9-33(28)39-30/h2-15,24H,16-23,25H2,1H3
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
methyl 11-[1-[2-[4-(quinolin-2-ylmethoxy)phenyl]ethyl]piperidin-4-ylidene]-5,6-dihydroimidazo[2,1-b][3]benzazepine-3-carboxylate
International Nonproprietary Names Click here for help
INN number INN
8067 laniquidar
Database Links Click here for help
CAS Registry No. 197509-46-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL539378
DrugBank Ligand DB12799
GtoPdb PubChem SID 458923824
PubChem CID 6450806
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UniChem Compound Search for chemical match using the InChIKey TULGGJGJQXESOO-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey TULGGJGJQXESOO-UHFFFAOYSA-N