ID: ALA462375

Max Phase: Preclinical

Molecular Formula: C13H12O4S

Molecular Weight: 264.30

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1ccc(S(=O)(=O)c2cc(O)ccc2O)cc1

Standard InChI:  InChI=1S/C13H12O4S/c1-9-2-5-11(6-3-9)18(16,17)13-8-10(14)4-7-12(13)15/h2-8,14-15H,1H3

Standard InChI Key:  JDVLOEPBUIGUKP-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: 264.30

Molecular Weight (Monoisotopic): 264.0456

AlogP: 2.24

#Rotatable Bonds: 2

Polar Surface Area: 74.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.29

CX Basic pKa:

CX LogP: 3.48

CX LogD: 3.13

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.82

Np Likeness Score: -0.63

References

1. Alhamadsheh MM, Waters NC, Sachdeva S, Lee P, Reynolds KA..  (2008)  Synthesis and biological evaluation of novel sulfonyl-naphthalene-1,4-diols as FabH inhibitors.,  18  (24): [PMID:18996691] [10.1016/j.bmcl.2008.10.097]

2. Lee PJ, Bhonsle JB, Gaona HW, Huddler DP, Heady TN, Kreishman-Deitrick M, Bhattacharjee A, McCalmont WF, Gerena L, Lopez-Sanchez M, Roncal NE, Hudson TH, Johnson JD, Prigge ST, Waters NC..  (2009)  Targeting the fatty acid biosynthesis enzyme, beta-ketoacyl-acyl carrier protein synthase III (PfKASIII), in the identification of novel antimalarial agents.,  52  (4): [PMID:19191586] [10.1021/jm8008103]

Source

Source(1):

• Scientific Literature