N'-(2-chlorobenzylidene)-3-methylbenzohydrazide

ID: ALA1170987

PubChem CID: 6894930

Max Phase: Preclinical

Molecular Formula: C15H13ClN2O

Molecular Weight: 272.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(C(=O)N/N=C/c2ccccc2Cl)c1

Standard InChI:  InChI=1S/C15H13ClN2O/c1-11-5-4-7-12(9-11)15(19)18-17-10-13-6-2-3-8-14(13)16/h2-10H,1H3,(H,18,19)/b17-10+

Standard InChI Key:  FXVDOHBOXGGGPQ-LICLKQGHSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    7.3361   -0.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3349   -1.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0497   -1.6194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7662   -1.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7633   -0.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0479    0.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0455    0.8586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3298    1.2690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3273    2.0940    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6116    2.5044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6091    3.3294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8984    2.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1860    2.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4733    2.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4753    1.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1960    0.8543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9058    1.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7578    2.5010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6215    0.0332    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
 10 11  2  0
  5  6  2  0
 10 12  1  0
  6  1  1  0
 12 13  2  0
  1  2  2  0
 13 14  1  0
  6  7  1  0
 14 15  2  0
  3  4  2  0
 15 16  1  0
  7  8  2  0
 16 17  2  0
 17 12  1  0
 14 18  1  0
  8  9  1  0
  1 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1170987

   N-[(E)-(2-chlorophenyl)methylideneamino]-3-methylbenzamide

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: 272.74

Molecular Weight (Monoisotopic): 272.0716

AlogP: 3.41

#Rotatable Bonds: 3

Polar Surface Area: 41.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.71

CX Basic pKa: 0.97

CX LogP: 4.08

CX LogD: 4.08

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.68

Np Likeness Score: -2.23

References

1. Kumar D, Judge V, Narang R, Sangwan S, De Clercq E, Balzarini J, Narasimhan B..  (2010)  Benzylidene/2-chlorobenzylidene hydrazides: synthesis, antimicrobial activity, QSAR studies and antiviral evaluation.,  45  (7): [PMID:20347509] [10.1016/j.ejmech.2010.03.002]

Source

Source(1):

• Scientific Literature