ID: ALA462553

Max Phase: Preclinical

Molecular Formula: C17H14O2S

Molecular Weight: 282.36

Molecule Type: Small molecule

Representations

Synonyms (1): 2-Tosylnaphthalene
Synonyms from Alternative Forms(1):

Canonical SMILES:  Cc1ccc(S(=O)(=O)c2ccc3ccccc3c2)cc1

Standard InChI:  InChI=1S/C17H14O2S/c1-13-6-9-16(10-7-13)20(18,19)17-11-8-14-4-2-3-5-15(14)12-17/h2-12H,1H3

Standard InChI Key:  UOUHDIZYOCFQKG-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: 282.36

Molecular Weight (Monoisotopic): 282.0715

AlogP: 3.98

#Rotatable Bonds: 2

Polar Surface Area: 34.14

Molecular Species:

HBA: 2

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.43

CX LogD: 4.43

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.71

Np Likeness Score: -1.10

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