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

ID: ALA4171785

Chembl Id: CHEMBL4171785

PubChem CID: 145951777

Max Phase: Preclinical

Molecular Formula: C20H13Br2N3O3

Molecular Weight: 503.15

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H13Br2N3O3/c1-10-23-19-17(20(28)25(10)9-16(26)27)14-8-13(22)6-7-15(14)24-18(19)11-2-4-12(21)5-3-11/h2-8H,9H2,1H3,(H,26,27)

Standard InChI Key:  CRLXRLNNQHNYHH-UHFFFAOYSA-N

Alternative Forms

  1. Parent:

    ALA4171785

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Associated Targets(Human)

AKR1B10 Tchem Aldo-keto reductase family 1 member B10 (300 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-1080 (3966 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 503.15Molecular Weight (Monoisotopic): 500.9324AlogP: 4.53#Rotatable Bonds: 3
Polar Surface Area: 85.08Molecular Species: ACIDHBA: 5HBD: 1
#RO5 Violations: 1HBA (Lipinski): 6HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: 3.11CX Basic pKa: 2.37CX LogP: 3.80CX LogD: 0.73
Aromatic Rings: 4Heavy Atoms: 28QED Weighted: 0.42Np Likeness Score: -0.98

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