2-{[2-(4-Chloro-phenyl)-5-oxo-oxazol-(4E)-ylidenemethyl]-amino}-5-iodo-benzoic acid

ID: ALA130832

Chembl Id: CHEMBL130832

PubChem CID: 135921155

Max Phase: Preclinical

Molecular Formula: C17H10ClIN2O4

Molecular Weight: 468.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(I)ccc1/N=C/c1nc(-c2ccc(Cl)cc2)oc1O

Standard InChI:  InChI=1S/C17H10ClIN2O4/c18-10-3-1-9(2-4-10)15-21-14(17(24)25-15)8-20-13-6-5-11(19)7-12(13)16(22)23/h1-8,24H,(H,22,23)/b20-8+

Standard InChI Key:  QDUKGCGDZBDHEG-DNTJNYDQSA-N

Alternative Forms

1. Parent:

   

   ALA130832

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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: 468.63

Molecular Weight (Monoisotopic): 467.9374

AlogP: 4.75

#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: 3.80

CX Basic pKa: ┄

CX LogP: 5.47

CX LogD: 0.40

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.43

Np Likeness Score: -1.23

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