ID: ALA217858

Max Phase: Preclinical

Molecular Formula: C20H17N3O3S

Molecular Weight: 379.44

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(/C=C/c1ccccc1CSc1nc(O)cc(-c2ccccc2)n1)NO

Standard InChI:  InChI=1S/C20H17N3O3S/c24-18(23-26)11-10-14-6-4-5-9-16(14)13-27-20-21-17(12-19(25)22-20)15-7-2-1-3-8-15/h1-12,26H,13H2,(H,23,24)(H,21,22,25)/b11-10+

Standard InChI Key:  PPCLQOJNJRFAIP-ZHACJKMWSA-N

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

Properties

Molecular Weight: 379.44

Molecular Weight (Monoisotopic): 379.0991

AlogP: 3.66

#Rotatable Bonds: 6

Polar Surface Area: 95.34

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.55

CX Basic pKa: 2.02

CX LogP: 4.65

CX LogD: 4.65

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.20

Np Likeness Score: -1.01

References

1. Mai A, Massa S, Rotili D, Simeoni S, Ragno R, Botta G, Nebbioso A, Miceli M, Altucci L, Brosch G..  (2006)  Synthesis and biological properties of novel, uracil-containing histone deacetylase inhibitors.,  49  (20): [PMID:17004718] [10.1021/jm0605536]

2. Bouchut A, Rotili D, Pierrot C, Valente S, Lafitte S, Schultz J, Hoglund U, Mazzone R, Lucidi A, Fabrizi G, Pechalrieu D, Arimondo PB, Skinner-Adams TS, Chua MJ, Andrews KT, Mai A, Khalife J..  (2019)  Identification of novel quinazoline derivatives as potent antiplasmodial agents.,  161  [PMID:30366254] [10.1016/j.ejmech.2018.10.041]

Source

Source(1):

• Scientific Literature