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

ID: ALA130657

Chembl Id: CHEMBL130657

PubChem CID: 135921149

Max Phase: Preclinical

Molecular Formula: C20H13F4N3O5

Molecular Weight: 451.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(/N=C/c2nc(-c3ccc(C(F)(F)F)c(F)c3)oc2O)c(C(=O)O)c1

Standard InChI:  InChI=1S/C20H13F4N3O5/c1-9(28)26-11-3-5-15(12(7-11)18(29)30)25-8-16-19(31)32-17(27-16)10-2-4-13(14(21)6-10)20(22,23)24/h2-8,31H,1H3,(H,26,28)(H,29,30)/b25-8+

Standard InChI Key:  IWGBHHQXQBSNHT-ZNLRHDTNSA-N

Alternative Forms

1. Parent:

   

   ALA130657

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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: 451.33

Molecular Weight (Monoisotopic): 451.0791

AlogP: 4.61

#Rotatable Bonds: 5

Polar Surface Area: 125.02

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.77

CX Basic pKa: ┄

CX LogP: 4.19

CX LogD: -0.89

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.38

Np Likeness Score: -1.20

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