ID: ALA5189353

Max Phase: Preclinical

Molecular Formula: C15H13N3O3

Molecular Weight: 283.29

Representations

Canonical SMILES:  CC(C)Oc1ccc(-c2ncc(C(=O)O)cn2)cc1C#N

Standard InChI:  InChI=1S/C15H13N3O3/c1-9(2)21-13-4-3-10(5-11(13)6-16)14-17-7-12(8-18-14)15(19)20/h3-5,7-9H,1-2H3,(H,19,20)

Standard InChI Key:  MWTQXEAIRBISCL-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 283.29

Molecular Weight (Monoisotopic): 283.0957

AlogP: 2.50

#Rotatable Bonds: 4

Polar Surface Area: 96.10

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.84

CX Basic pKa: 1.02

CX LogP: 2.39

CX LogD: -0.89

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.93

Np Likeness Score: -1.31

References

1. Zhao J, Mao Q, Lin F, Zhang B, Sun M, Zhang T, Wang S..  (2022)  Intramolecular hydrogen bond interruption and scaffold hopping of TMC-5 led to 2-(4-alkoxy-3-cyanophenyl)pyrimidine-4/5-carboxylic acids and 6-(4-alkoxy-3-cyanophenyl)-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-ones as potent pyrimidine-based xanthine oxidase inhibitors.,  229  [PMID:34992040] [10.1016/j.ejmech.2021.114086]

Source

Source(1):

• Scientific Literature