ID: ALA5197680

Max Phase: Preclinical

Molecular Formula: C18H17N3O4

Molecular Weight: 339.35

Representations

Canonical SMILES:  N#Cc1cc(-c2ncc(C(=O)O)cn2)ccc1OCC1CCOCC1

Standard InChI:  InChI=1S/C18H17N3O4/c19-8-14-7-13(17-20-9-15(10-21-17)18(22)23)1-2-16(14)25-11-12-3-5-24-6-4-12/h1-2,7,9-10,12H,3-6,11H2,(H,22,23)

Standard InChI Key:  BEUJEWJEKHOVJK-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: 339.35

Molecular Weight (Monoisotopic): 339.1219

AlogP: 2.52

#Rotatable Bonds: 5

Polar Surface Area: 105.33

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.84

CX Basic pKa: 1.02

CX LogP: 1.97

CX LogD: -1.31

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.89

Np Likeness Score: -1.17

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