3,5-Dichloro-N-(4-chloro-phenyl)-2-hydroxy-benzamide

ID: ALA97945

Chembl Id: CHEMBL97945

Cas Number: 1151-51-5

PubChem CID: 70853

Max Phase: Preclinical

Molecular Formula: C13H8Cl3NO2

Molecular Weight: 316.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(Cl)cc1)c1cc(Cl)cc(Cl)c1O

Standard InChI:  InChI=1S/C13H8Cl3NO2/c14-7-1-3-9(4-2-7)17-13(19)10-5-8(15)6-11(16)12(10)18/h1-6,18H,(H,17,19)

Standard InChI Key:  USFZGCVGLNMJPL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA97945

   Benzamide, 3,5-dichloro-N-(4-chlorophenyl)-2-hydroxy-

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: 316.57

Molecular Weight (Monoisotopic): 314.9621

AlogP: 4.60

#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: 4.57

CX LogD: 3.21

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: -1.39

References

1. 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]

2. 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]

3. 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