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

ID: ALA4159699

Chembl Id: CHEMBL4159699

PubChem CID: 145958375

Max Phase: Preclinical

Molecular Formula: C21H16ClN3O3

Molecular Weight: 393.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc2nc(-c3ccc(Cl)cc3)c3nc(C)n(CC(=O)O)c(=O)c3c2c1

Standard InChI:  InChI=1S/C21H16ClN3O3/c1-11-3-8-16-15(9-11)18-20(19(24-16)13-4-6-14(22)7-5-13)23-12(2)25(21(18)28)10-17(26)27/h3-9H,10H2,1-2H3,(H,26,27)

Standard InChI Key:  VWBCOQJPRJDBSP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4159699

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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: 393.83

Molecular Weight (Monoisotopic): 393.0880

AlogP: 3.97

#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: 3.70

CX Basic pKa: 2.70

CX LogP: 3.51

CX LogD: 0.46

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.53

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