5-Methyl-2-{[5-oxo-2-(3-trifluoromethoxy-phenyl)-oxazol-(4E)-ylidenemethyl]-amino}-benzoic acid

ID: ALA132388

Chembl Id: CHEMBL132388

PubChem CID: 135921153

Max Phase: Preclinical

Molecular Formula: C19H13F3N2O5

Molecular Weight: 406.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(/N=C/c2nc(-c3cccc(OC(F)(F)F)c3)oc2O)c(C(=O)O)c1

Standard InChI:  InChI=1S/C19H13F3N2O5/c1-10-5-6-14(13(7-10)17(25)26)23-9-15-18(27)28-16(24-15)11-3-2-4-12(8-11)29-19(20,21)22/h2-9,27H,1H3,(H,25,26)/b23-9+

Standard InChI Key:  APGHJUROXBTIIB-NUGSKGIGSA-N

Alternative Forms

1. Parent:

   

   ALA132388

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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: 406.32

Molecular Weight (Monoisotopic): 406.0777

AlogP: 4.70

#Rotatable Bonds: 5

Polar Surface Area: 105.15

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.92

CX Basic pKa: ┄

CX LogP: 5.88

CX LogD: 0.88

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -1.01

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