ID: ALA179402

Max Phase: Preclinical

Molecular Formula: C19H14N2O4

Molecular Weight: 334.33

Molecule Type: Small molecule

Representations

Synonyms (1): 3-(3-Phenoxybenzamido)Picolinic Acid
Synonyms from Alternative Forms(1):

Canonical SMILES:  O=C(Nc1cccnc1C(=O)O)c1cccc(Oc2ccccc2)c1

Standard InChI:  InChI=1S/C19H14N2O4/c22-18(21-16-10-5-11-20-17(16)19(23)24)13-6-4-9-15(12-13)25-14-7-2-1-3-8-14/h1-12H,(H,21,22)(H,23,24)

Standard InChI Key:  PLLICDZDXNLAJI-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: 334.33

Molecular Weight (Monoisotopic): 334.0954

AlogP: 3.82

#Rotatable Bonds: 5

Polar Surface Area: 88.52

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 0.88

CX Basic pKa: 5.30

CX LogP: 2.63

CX LogD: 0.82

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -1.11

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