ID: ALA180466

Max Phase: Preclinical

Molecular Formula: C27H21NO6S

Molecular Weight: 487.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  CS(=O)(=O)c1ccc(-c2ccc(C(=O)Nc3ccccc3C(=O)O)cc2Oc2ccccc2)cc1

Standard InChI:  InChI=1S/C27H21NO6S/c1-35(32,33)21-14-11-18(12-15-21)22-16-13-19(17-25(22)34-20-7-3-2-4-8-20)26(29)28-24-10-6-5-9-23(24)27(30)31/h2-17H,1H3,(H,28,29)(H,30,31)

Standard InChI Key:  JXJPKHLRUJGAMY-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: 487.53

Molecular Weight (Monoisotopic): 487.1090

AlogP: 5.50

#Rotatable Bonds: 7

Polar Surface Area: 109.77

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.55

CX Basic pKa:

CX LogP: 5.36

CX LogD: 2.00

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.36

Np Likeness Score: -0.99

References

1. Nie Z, Perretta C, Lu J, Su Y, Margosiak S, Gajiwala KS, Cortez J, Nikulin V, Yager KM, Appelt K, Chu S..  (2005)  Structure-based design, synthesis, and study of potent inhibitors of beta-ketoacyl-acyl carrier protein synthase III as potential antimicrobial agents.,  48  (5): [PMID:15743201] [10.1021/jm049141s]

2. Singh S, Soni LK, Gupta MK, Prabhakar YS, Kaskhedikar SG..  (2008)  QSAR studies on benzoylaminobenzoic acid derivatives as inhibitors of beta-ketoacyl-acyl carrier protein synthase III.,  43  (5): [PMID:17707951] [10.1016/j.ejmech.2007.06.018]

Source

Source(1):

• Scientific Literature