5-Methyl-2-{[5-oxo-2-(4-trifluoromethyl-phenyl)-oxazol-(4E)-ylidenemethyl]-amino}-benzoic acid

ID: ALA130683

Chembl Id: CHEMBL130683

PubChem CID: 135921150

Max Phase: Preclinical

Molecular Formula: C19H13F3N2O4

Molecular Weight: 390.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/N=C/c2nc(-c3ccc(C(F)(F)F)cc3)oc2O)c(C(=O)O)c1

Standard InChI:  InChI=1S/C19H13F3N2O4/c1-10-2-7-14(13(8-10)17(25)26)23-9-15-18(27)28-16(24-15)11-3-5-12(6-4-11)19(20,21)22/h2-9,27H,1H3,(H,25,26)/b23-9+

Standard InChI Key:  JMPPTGUZUZEAGZ-NUGSKGIGSA-N

Alternative Forms

1. Parent:

   

   ALA130683

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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

Calculated Properties

Molecular Weight: 390.32

Molecular Weight (Monoisotopic): 390.0827

AlogP: 4.82

#Rotatable Bonds: 4

Polar Surface Area: 95.92

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.93

CX Basic pKa: ┄

CX LogP: 5.32

CX LogD: 0.34

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.62

Np Likeness Score: -1.03

References

1. Gilbert AM, Kirisits M, Toy P, Nunn DS, Failli A, Dushin EG, Novikova E, Petersen PJ, Joseph-McCarthy D, McFadyen I, Fritz CC..  (2004)  Anthranilate 4H-oxazol-5-ones: novel small molecule antibacterial acyl carrier protein synthase (AcpS) inhibitors.,  14  (1): [PMID:14684293] [10.1016/j.bmcl.2003.10.032]

Source

Source(1):

• Scientific Literature