2-{[2-(4-Bromo-phenyl)-6-chloro-8-methyl-quinoline-4-carbonyl]-amino}-3-phenyl-propionic acid methyl ester

ID: ALA434852

Chembl Id: CHEMBL434852

PubChem CID: 5275535

Max Phase: Preclinical

Molecular Formula: C27H22BrClN2O3

Molecular Weight: 537.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C(Cc1ccccc1)NC(=O)c1cc(-c2ccc(Br)cc2)nc2c(C)cc(Cl)cc12

Standard InChI:  InChI=1S/C27H22BrClN2O3/c1-16-12-20(29)14-21-22(15-23(30-25(16)21)18-8-10-19(28)11-9-18)26(32)31-24(27(33)34-2)13-17-6-4-3-5-7-17/h3-12,14-15,24H,13H2,1-2H3,(H,31,32)

Standard InChI Key:  GPPJAYKTCZLBKF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA434852

   Methyl 2-[[2-(4-bromophenyl)-6-chloro-8-methyl-quinoline-4-carbonyl]amino]-3-phenyl-propanoate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 537.84

Molecular Weight (Monoisotopic): 536.0502

AlogP: 6.14

#Rotatable Bonds: 6

Polar Surface Area: 68.29

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.24

CX LogP: 6.97

CX LogD: 6.97

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: -1.08

References

1. Yu XY, Hill JM, Yu G, Yang Y, Kluge AF, Keith D, Finn J, Gallant P, Silverman J, Lim A..  (2001)  A series of quinoline analogues as potent inhibitors of C. albicans prolyl tRNA synthetase.,  11  (4): [PMID:11229766] [10.1016/s0960-894x(00)00697-1]

Source

Source(1):

• Scientific Literature