3,5-Dichloro-2-hydroxy-N-phenyl-benzamide

ID: ALA299692

Chembl Id: CHEMBL299692

Cas Number: 4214-48-6

PubChem CID: 4217831

Max Phase: Preclinical

Molecular Formula: C13H9Cl2NO2

Molecular Weight: 282.13

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1)c1cc(Cl)cc(Cl)c1O

Standard InChI:  InChI=1S/C13H9Cl2NO2/c14-8-6-10(12(17)11(15)7-8)13(18)16-9-4-2-1-3-5-9/h1-7,17H,(H,16,18)

Standard InChI Key:  JKHMLEFYWAGOQP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA299692

   3,5-Dichlorosalicylanilide

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: 282.13

Molecular Weight (Monoisotopic): 281.0010

AlogP: 3.95

#Rotatable Bonds: 2

Polar Surface Area: 49.33

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.95

CX Basic pKa: ┄

CX LogP: 3.97

CX LogD: 2.61

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.88

Np Likeness Score: -1.36

References

1. Hlasta DJ, Demers JP, Foleno BD, Fraga-Spano SA, Guan J, Hilliard JJ, Macielag MJ, Ohemeng KA, Sheppard CM, Sui Z, Webb GC, Weidner-Wells MA, Werblood H, Barrett JF..  (1998)  Novel inhibitors of bacterial two-component systems with gram positive antibacterial activity: pharmacophore identification based on the screening hit closantel.,  8  (14): [PMID:9873460] [10.1016/s0960-894x(98)00326-6]

2. Macielag MJ, Demers JP, Fraga-Spano SA, Hlasta DJ, Johnson SG, Kanojia RM, Russell RK, Sui Z, Weidner-Wells MA, Werblood H, Foleno BD, Goldschmidt RM, Loeloff MJ, Webb GC, Barrett JF..  (1998)  Substituted salicylanilides as inhibitors of two-component regulatory systems in bacteria.,  41  (16): [PMID:9685233] [10.1021/jm9803572]

3. Garner AL, Gloeckner C, Tricoche N, Zakhari JS, Samje M, Cho-Ngwa F, Lustigman S, Janda KD..  (2011)  Design, synthesis, and biological activities of closantel analogues: structural promiscuity and its impact on Onchocerca volvulus.,  54  (11): [PMID:21534605] [10.1021/jm200364n]

4. Steffen JD, Coyle DL, Damodaran K, Beroza P, Jacobson MK..  (2011)  Discovery and structure-activity relationships of modified salicylanilides as cell permeable inhibitors of poly(ADP-ribose) glycohydrolase (PARG).,  54  (15): [PMID:21692479] [10.1021/jm200325s]

Source

Source(1):

• Scientific Literature