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

ID: ALA4168430

Chembl Id: CHEMBL4168430

PubChem CID: 145956202

Max Phase: Preclinical

Molecular Formula: C21H16ClN3O4

Molecular Weight: 409.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2nc3ccc(Cl)cc3c3c(=O)n(CC(=O)O)c(C)nc23)cc1

Standard InChI:  InChI=1S/C21H16ClN3O4/c1-11-23-20-18(21(28)25(11)10-17(26)27)15-9-13(22)5-8-16(15)24-19(20)12-3-6-14(29-2)7-4-12/h3-9H,10H2,1-2H3,(H,26,27)

Standard InChI Key:  XWYAPLPITNOTME-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4168430

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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: 409.83

Molecular Weight (Monoisotopic): 409.0829

AlogP: 3.67

#Rotatable Bonds: 4

Polar Surface Area: 94.31

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.58

CX Basic pKa: 2.47

CX LogP: 2.89

CX LogD: -0.25

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.52

Np Likeness Score: -1.07

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