4-chloro-2-{[(2E)-3-(4-chlorophenyl)-2-methylprop-2-enoyl]amino}benzoic acid

ID: ALA197241

Chembl Id: CHEMBL197241

PubChem CID: 11508548

Max Phase: Preclinical

Molecular Formula: C17H13Cl2NO3

Molecular Weight: 350.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=C\c1ccc(Cl)cc1)C(=O)Nc1cc(Cl)ccc1C(=O)O

Standard InChI:  InChI=1S/C17H13Cl2NO3/c1-10(8-11-2-4-12(18)5-3-11)16(21)20-15-9-13(19)6-7-14(15)17(22)23/h2-9H,1H3,(H,20,21)(H,22,23)/b10-8+

Standard InChI Key:  REJKALRSHUBPIT-CSKARUKUSA-N

Alternative Forms

1. Parent:

   

   ALA197241

   4-chloro-2-{[(2E)-3-(4-chlorophenyl)-2-methylprop-2-enoyl]amino}benzoic acid

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: 350.20

Molecular Weight (Monoisotopic): 349.0272

AlogP: 4.73

#Rotatable Bonds: 4

Polar Surface Area: 66.40

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.55

CX Basic pKa: ┄

CX LogP: 5.48

CX LogD: 2.12

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: -0.82

References

1. Joseph-McCarthy D, Parris K, Huang A, Failli A, Quagliato D, Dushin EG, Novikova E, Severina E, Tuckman M, Petersen PJ, Dean C, Fritz CC, Meshulam T, DeCenzo M, Dick L, McFadyen IJ, Somers WS, Lovering F, Gilbert AM..  (2005)  Use of structure-based drug design approaches to obtain novel anthranilic acid acyl carrier protein synthase inhibitors.,  48  (25): [PMID:16335920] [10.1021/jm050523n]

Source

Source(1):

• Scientific Literature