2-{[2-(3-Fluoro-4-trifluoromethyl-phenyl)-5-oxo-oxazol-(4E)-ylidenemethyl]-amino}-5-methyl-benzoic acid

ID: ALA335756

Chembl Id: CHEMBL335756

PubChem CID: 135531257

Max Phase: Preclinical

Molecular Formula: C19H12F4N2O4

Molecular Weight: 408.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/N=C/c2nc(-c3ccc(C(F)(F)F)c(F)c3)oc2O)c(C(=O)O)c1

Standard InChI:  InChI=1S/C19H12F4N2O4/c1-9-2-5-14(11(6-9)17(26)27)24-8-15-18(28)29-16(25-15)10-3-4-12(13(20)7-10)19(21,22)23/h2-8,28H,1H3,(H,26,27)/b24-8+

Standard InChI Key:  HZWFVRXTMGFFHR-KTZMUZOWSA-N

Alternative Forms

1. Parent:

   

   ALA335756

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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: 408.31

Molecular Weight (Monoisotopic): 408.0733

AlogP: 4.96

#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: 3.92

CX Basic pKa: ┄

CX LogP: 5.47

CX LogD: 0.47

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -1.02

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