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

ID: ALA133301

Chembl Id: CHEMBL133301

PubChem CID: 135921151

Max Phase: Preclinical

Molecular Formula: C18H10BrF3N2O5

Molecular Weight: 471.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(Br)ccc1/N=C/c1nc(-c2cccc(OC(F)(F)F)c2)oc1O

Standard InChI:  InChI=1S/C18H10BrF3N2O5/c19-10-4-5-13(12(7-10)16(25)26)23-8-14-17(27)28-15(24-14)9-2-1-3-11(6-9)29-18(20,21)22/h1-8,27H,(H,25,26)/b23-8+

Standard InChI Key:  PIPUKQBHJMUDGW-LIMNOBDPSA-N

Alternative Forms

1. Parent:

   

   ALA133301

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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: 471.19

Molecular Weight (Monoisotopic): 469.9725

AlogP: 5.16

#Rotatable Bonds: 5

Polar Surface Area: 105.15

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.78

CX Basic pKa: ┄

CX LogP: 6.13

CX LogD: 1.06

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -1.05

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