ID: ALA5206769

Max Phase: Preclinical

Molecular Formula: C17H17N3O3

Molecular Weight: 311.34

Representations

Canonical SMILES:  CC(C)CCOc1ccc(-c2nccc(C(=O)O)n2)cc1C#N

Standard InChI:  InChI=1S/C17H17N3O3/c1-11(2)6-8-23-15-4-3-12(9-13(15)10-18)16-19-7-5-14(20-16)17(21)22/h3-5,7,9,11H,6,8H2,1-2H3,(H,21,22)

Standard InChI Key:  PXZNVNZEGWNOKM-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: 311.34

Molecular Weight (Monoisotopic): 311.1270

AlogP: 3.14

#Rotatable Bonds: 6

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: 0.78

CX Basic pKa: 5.03

CX LogP: 2.10

CX LogD: 0.19

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.88

Np Likeness Score: -1.07

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