ID: ALA5203944

Max Phase: Preclinical

Molecular Formula: C19H19N3O3

Molecular Weight: 337.38

Representations

Canonical SMILES:  N#Cc1cc(-c2ncc(C(=O)O)cn2)ccc1OCC1CCCCC1

Standard InChI:  InChI=1S/C19H19N3O3/c20-9-15-8-14(18-21-10-16(11-22-18)19(23)24)6-7-17(15)25-12-13-4-2-1-3-5-13/h6-8,10-11,13H,1-5,12H2,(H,23,24)

Standard InChI Key:  LTOBJEZKUDLRAI-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: 337.38

Molecular Weight (Monoisotopic): 337.1426

AlogP: 3.67

#Rotatable Bonds: 5

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: 3.64

CX LogD: 0.37

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.89

Np Likeness Score: -1.10

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