2-amino-9-chloro-3,5-di(4-chlorophenyl)pyrimido[4,5-c]quinolin-1(2H)-one

ID: ALA443844

Chembl Id: CHEMBL443844

PubChem CID: 16126264

Max Phase: Preclinical

Molecular Formula: C23H13Cl3N4O

Molecular Weight: 467.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nn1c(-c2ccc(Cl)cc2)nc2c(-c3ccc(Cl)cc3)nc3ccc(Cl)cc3c2c1=O

Standard InChI:  InChI=1S/C23H13Cl3N4O/c24-14-5-1-12(2-6-14)20-21-19(17-11-16(26)9-10-18(17)28-20)23(31)30(27)22(29-21)13-3-7-15(25)8-4-13/h1-11H,27H2

Standard InChI Key:  SCEYVMIYTLSPLR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA443844

   2-Amino-9-chloro-3,5-bis(4-chlorophenyl)pyrimido[4,5-c]quinolin-1-one

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: 467.74

Molecular Weight (Monoisotopic): 466.0155

AlogP: 5.95

#Rotatable Bonds: 2

Polar Surface Area: 73.80

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.57

CX LogP: 6.33

CX LogD: 6.33

Aromatic Rings: 5

Heavy Atoms: 31

QED Weighted: 0.26

Np Likeness Score: -0.80

References

1. Metwally K, Pratsinis H, Kletsas D..  (2007)  Pyrimido[4,5-c]quinolin-1(2H)-ones as a novel class of antimitotic agents: Synthesis and in vitro cytotoxic activity.,  42  (3): [PMID:17141923] [10.1016/j.ejmech.2006.10.008]

2. 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