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

ID: ALA129980

Chembl Id: CHEMBL129980

PubChem CID: 135921147

Max Phase: Preclinical

Molecular Formula: C18H9BrF4N2O4

Molecular Weight: 473.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(Br)ccc1/N=C/c1nc(-c2ccc(C(F)(F)F)c(F)c2)oc1O

Standard InChI:  InChI=1S/C18H9BrF4N2O4/c19-9-2-4-13(10(6-9)16(26)27)24-7-14-17(28)29-15(25-14)8-1-3-11(12(20)5-8)18(21,22)23/h1-7,28H,(H,26,27)/b24-7+

Standard InChI Key:  AJOKBYWNTKOOBB-HCBMXOAHSA-N

Alternative Forms

1. Parent:

   

   ALA129980

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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: 473.18

Molecular Weight (Monoisotopic): 471.9682

AlogP: 5.42

#Rotatable Bonds: 4

Polar Surface Area: 95.92

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.78

CX Basic pKa: ┄

CX LogP: 5.72

CX LogD: 0.65

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.39

Np Likeness Score: -1.06

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