ID: ALA217546

Max Phase: Preclinical

Molecular Formula: C15H16ClN3O3S

Molecular Weight: 353.83

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(CCCCSc1nc(-c2ccc(Cl)cc2)cc(=O)[nH]1)NO

Standard InChI:  InChI=1S/C15H16ClN3O3S/c16-11-6-4-10(5-7-11)12-9-14(21)18-15(17-12)23-8-2-1-3-13(20)19-22/h4-7,9,22H,1-3,8H2,(H,19,20)(H,17,18,21)

Standard InChI Key:  LHYXCEVXWUZPDV-UHFFFAOYSA-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: 353.83

Molecular Weight (Monoisotopic): 353.0601

AlogP: 2.86

#Rotatable Bonds: 7

Polar Surface Area: 95.08

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.81

CX Basic pKa:

CX LogP: 2.30

CX LogD: 2.17

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.23

Np Likeness Score: -1.44

References

1. Mai A, Rotili D, Massa S, Brosch G, Simonetti G, Passariello C, Palamara AT..  (2007)  Discovery of uracil-based histone deacetylase inhibitors able to reduce acquired antifungal resistance and trailing growth in Candida albicans.,  17  (5): [PMID:17196388] [10.1016/j.bmcl.2006.12.028]

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