3-chloro-N-(4-hydroxyphenyl)benzamide

ID: ALA388954

PubChem CID: 4592770

Max Phase: Preclinical

Molecular Formula: C13H10ClNO2

Molecular Weight: 247.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc(O)cc1)c1cccc(Cl)c1

Standard InChI:  InChI=1S/C13H10ClNO2/c14-10-3-1-2-9(8-10)13(17)15-11-4-6-12(16)7-5-11/h1-8,16H,(H,15,17)

Standard InChI Key:  APOGTMQMBZUWJY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    0.3402  -16.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3391  -16.9048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0538  -17.3177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7701  -16.9043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7673  -16.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520  -15.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3771  -17.3187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0911  -16.9057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3778  -18.1436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8058  -17.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5160  -16.9009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2303  -17.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2314  -18.1379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5123  -18.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8010  -18.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9456  -18.5507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4853  -17.3157    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  7  9  2  0
  2  7  1  0
  4  5  1  0
  8 10  1  0
  2  3  1  0
 10 11  2  0
  5  6  2  0
 11 12  1  0
  6  1  1  0
 12 13  2  0
  1  2  2  0
 13 14  1  0
  3  4  2  0
 14 15  2  0
 15 10  1  0
 13 16  1  0
  7  8  1  0
  4 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA388954

   3-chloro-N-(4-hydroxyphenyl)benzamide

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: 247.68

Molecular Weight (Monoisotopic): 247.0400

AlogP: 3.30

#Rotatable Bonds: 2

Polar Surface Area: 49.33

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.44

CX Basic pKa: ┄

CX LogP: 3.37

CX LogD: 3.36

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.80

Np Likeness Score: -1.36

References

1. Kumar A, Narasimhan B, Kumar D..  (2007)  Synthesis, antimicrobial, and QSAR studies of substituted benzamides.,  15  (12): [PMID:17428669] [10.1016/j.bmc.2007.03.074]

Source

Source(1):

• Scientific Literature