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

ID: ALA4172850

Chembl Id: CHEMBL4172850

PubChem CID: 145951191

Max Phase: Preclinical

Molecular Formula: C26H18ClN3O3

Molecular Weight: 455.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)Cn1c(Cc2ccccc2)nc2c(-c3ccc(Cl)cc3)nc3ccccc3c2c1=O

Standard InChI:  InChI=1S/C26H18ClN3O3/c27-18-12-10-17(11-13-18)24-25-23(19-8-4-5-9-20(19)28-24)26(33)30(15-22(31)32)21(29-25)14-16-6-2-1-3-7-16/h1-13H,14-15H2,(H,31,32)

Standard InChI Key:  IZNFFJMRVRTSBM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4172850

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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: 455.90

Molecular Weight (Monoisotopic): 455.1037

AlogP: 4.94

#Rotatable Bonds: 5

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: 3.85

CX Basic pKa: 3.14

CX LogP: 4.60

CX LogD: 1.81

Aromatic Rings: 5

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: -0.91

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