2-(5-(4-Chlorophenyl)-9-bromo-3-methyl-1-oxopyrimido[4,5-c]quinolin-2(1H)yl)acetic acid

ID: ALA4161183

Chembl Id: CHEMBL4161183

PubChem CID: 145957457

Max Phase: Preclinical

Molecular Formula: C20H13BrClN3O3

Molecular Weight: 458.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc2c(-c3ccc(Cl)cc3)nc3ccc(Br)cc3c2c(=O)n1CC(=O)O

Standard InChI:  InChI=1S/C20H13BrClN3O3/c1-10-23-19-17(20(28)25(10)9-16(26)27)14-8-12(21)4-7-15(14)24-18(19)11-2-5-13(22)6-3-11/h2-8H,9H2,1H3,(H,26,27)

Standard InChI Key:  IVIGQRMKKAJXSB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4161183

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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: 458.70

Molecular Weight (Monoisotopic): 456.9829

AlogP: 4.42

#Rotatable Bonds: 3

Polar Surface Area: 85.08

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.10

CX Basic pKa: 2.36

CX LogP: 3.63

CX LogD: 0.56

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: -1.17

References

1. Crespo I, Giménez-Dejoz J, Porté S, Cousido-Siah A, Mitschler A, Podjarny A, Pratsinis H, Kletsas D, Parés X, Ruiz FX, Metwally K, Farrés J..  (2018)  Design, synthesis, structure-activity relationships and X-ray structural studies of novel 1-oxopyrimido[4,5-c]quinoline-2-acetic acid derivatives as selective and potent inhibitors of human aldose reductase.,  152  [PMID:29705708] [10.1016/j.ejmech.2018.04.015]

Source

Source(1):

• Scientific Literature