ID: ALA2382337

Max Phase: Preclinical

Molecular Formula: C19H14ClN5O4S2

Molecular Weight: 475.94

Molecule Type: Small molecule

Representations

Canonical SMILES:  N#Cc1c(-c2ccc(Cl)cc2)nc(SCC(=O)Nc2ccc(S(N)(=O)=O)cc2)[nH]c1=O

Standard InChI:  InChI=1S/C19H14ClN5O4S2/c20-12-3-1-11(2-4-12)17-15(9-21)18(27)25-19(24-17)30-10-16(26)23-13-5-7-14(8-6-13)31(22,28)29/h1-8H,10H2,(H,23,26)(H2,22,28,29)(H,24,25,27)

Standard InChI Key:  AHYCTVUVTZKPOE-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: 475.94

Molecular Weight (Monoisotopic): 475.0176

AlogP: 2.34

#Rotatable Bonds: 6

Polar Surface Area: 158.80

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 6.94

CX Basic pKa:

CX LogP: 1.79

CX LogD: 1.32

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: -2.38

References

1. Dragovich PS, Fauber BP, Corson LB, Ding CZ, Eigenbrot C, Ge H, Giannetti AM, Hunsaker T, Labadie S, Liu Y, Malek S, Pan B, Peterson D, Pitts K, Purkey HE, Sideris S, Ultsch M, VanderPorten E, Wei B, Xu Q, Yen I, Yue Q, Zhang H, Zhang X..  (2013)  Identification of substituted 2-thio-6-oxo-1,6-dihydropyrimidines as inhibitors of human lactate dehydrogenase.,  23  (11): [PMID:23628333] [10.1016/j.bmcl.2013.04.001]

2. Vullo D, Supuran CT, Scozzafava A, De Simone G, Monti SM, Alterio V, Carta F..  (2016)  Kinetic and X-ray crystallographic investigations of substituted 2-thio-6-oxo-1,6-dihydropyrimidine-benzenesulfonamides acting as carbonic anhydrase inhibitors.,  24  (16): [PMID:27316543] [10.1016/j.bmc.2016.06.005]

Source

Source(1):

• Scientific Literature