Laniquidar

HCID 6450806

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Basic information

CAS: 197509-46-9
Standard SMILES: COC(=O)c1cnc2n1CCc1ccccc1C2=C1CCN(CCc2ccc(OCc3ccc4ccccc4n3)cc2)CC1
InChIKey: TULGGJGJQXESOO-UHFFFAOYSA-N
Molecular formula: C37H36N4O3
Average molar mass: 584.7 g/mol
Monoisotopic mass: 584.27874101

Overview

Laniquidar has been used in trials studying the treatment of Breast Cancer.

Names & identifiers

Preferred name: Laniquidar
IUPAC: methyl 11-[1-[2-[4-(quinolin-2-ylmethoxy)phenyl]ethyl]piperidin-4-ylidene]-5,6-dihydroimidazo[2,1-b][3]benzazepine-3-carboxylate
English name: Laniquidar
Molecular formula: C37H36N4O3
Molecular weight: 584.71

Names & synonyms

Laniquidar197509-46-9K3FRN4DDOYmethyl 11-[1-[2-[4-(quinolin-2-ylmethoxy)phenyl]ethyl]piperidin-4-ylidene]-5,6-dihydroimidazo[2,1-b][3]benzazepine-3-carboxylateDTXSID10173436R-101933laniquidarummethyl 11-(1-(2-(4-(quinolin-2-ylmethoxy)phenyl)ethyl)piperidin-4-ylidene)-5,6-dihydroimidazo(2,1-b)(3)benzazepine-3-carboxylateRefChem:152258DTXCID9095927methyl 2-(1-(2-(4-((quinolin-2-yl)methoxy)phenyl)ethyl)piperidin-4-ylidene)-4,7-diazatricyclo(8.4.0.0^(3,7))tetradeca-1(14),3,5,10,12-pentaene-6-carboxylateR101933

Show more names

R 101933R 1019335H-Imidazo[2,1-b][3]benzazepine-3-carboxylic acid, 6,11-dihydro-11-[1-[2-[4-(2-quinolinylmethoxy)phenyl]ethyl]-4-piperidinylidene]-, methyl ester

Laniquidar [INN]11C-laniquidarmethyl 11-(1-(4-(quinolin-2-ylmethoxy)phenethyl)piperidin-4-ylidene)-6,11-dihydro-5H-benzo[d]imidazo[1,2-a]azepine-3-carboxylateMethyl 6,11-dihydro-11-(1-(2-(4-(-2-quinolylmethoxy)phenyl)ethyl)-4-piperidinylidene)-5H-imidazo(2,1-b)(3)benzazepine-3-carboxylateUNII-K3FRN4DDOYLANIQUIDAR [WHO-DD]CHEMBL539378orb1685907

Database identifiers

CAS: 197509-46-9
PubChem CID: 6450806
DTXSID: DTXSID10173436
ChEMBL: CHEMBL539378
UNII: K3FRN4DDOY

Properties

Computed structural properties

XLogP: 5.8
Topological polar surface area: 69.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 6
Rotatable bonds: 8
Heavy atoms: 44
Formal charge: 0
Complexity: 985

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physicochemical properties

Boiling point: 793.1 · 793.1±70.0 °C(Predicted)
Density: 1.24 · 1.24±0.1 g/cm3(Predicted)
pka: 8.46 · 8.46±0.20(Predicted)
NCI Dictionary of Cancer Terms: 101933 · R101933
FDA UNII: 3 FRN4DDOY · K3FRN4DDOY

Chemistry & industry

Applications · 1 item

UsesLaniquidar (R101933) is a noncompetitive, third generation P-glycoprotein (P-gp) inhibitor with an IC50 of 0.51 μM. Laniquidar can be used for modulating multidrug resistance transporters[1]. Laniquidar can also be used for studying acute myeloid leukemia (AML) and myelodysplastic syndrome (MDS)[2]. Laniquidar has limited oral bioavailability[3].