N'-(2-chlorobenzylidene)-4-methylbenzohydrazide

ID: ALA1170988

PubChem CID: 5333181

Max Phase: Preclinical

Molecular Formula: C15H13ClN2O

Molecular Weight: 272.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)N/N=C/c2ccccc2Cl)cc1

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

Standard InChI Key:  BPBVPNMMKMGPOB-LICLKQGHSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   14.5152   -0.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5141   -1.5482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2289   -1.9610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9453   -1.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9425   -0.7172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2271   -0.3080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2246    0.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5089    0.9273    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5065    1.7523    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7908    2.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7883    2.9877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0775    1.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3652    2.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6525    1.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6545    0.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3752    0.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0850    0.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8007   -0.3085    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.9418    0.5072    0.0000 C   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
  1 18  1  0
  8  9  1  0
 15 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1170988

   N'-(2-chlorobenzylidene)-4-methylbenzohydrazide

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: 10.86

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: -2.03

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