N'-(2-chlorobenzylidene)tetradecanehydrazide

ID: ALA1169784

PubChem CID: 46838952

Max Phase: Preclinical

Molecular Formula: C21H33ClN2O

Molecular Weight: 364.96

Molecule Type: Small molecule

Names and Identifiers

Synonyms: N'-(2-Chlorobenzylidene)Tetradecanehydrazide | CHEMBL1169784|N'-(2-Chlorobenzylidene)Tetradecanehydrazide

Canonical SMILES:  CCCCCCCCCCCCCC(=O)N/N=C/c1ccccc1Cl

Standard InChI:  InChI=1S/C21H33ClN2O/c1-2-3-4-5-6-7-8-9-10-11-12-17-21(25)24-23-18-19-15-13-14-16-20(19)22/h13-16,18H,2-12,17H2,1H3,(H,24,25)/b23-18+

Standard InChI Key:  IMISQSHQJLNSJS-PTGBLXJZSA-N

Molfile:  

     RDKit          2D

 25 25  0  0  0  0  0  0  0  0999 V2000
   15.6440  -21.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6428  -22.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3583  -23.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0752  -22.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0723  -21.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3565  -21.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3540  -20.6574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6377  -20.2467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6352  -19.4210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9190  -19.0103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9166  -18.1847    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2052  -19.4253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4896  -19.0147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7766  -19.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0635  -19.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3505  -19.4318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6374  -19.0230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9244  -19.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2113  -19.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4983  -19.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7852  -19.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0715  -19.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9289  -21.4834    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3551  -19.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6415  -19.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
 13 14  1  0
  6  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  1  0
  7  8  2  0
 16 17  1  0
 17 18  1  0
  8  9  1  0
 18 19  1  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
 20 21  1  0
  2  3  1  0
 21 22  1  0
 10 11  2  0
  1 23  1  0
  5  6  2  0
 22 24  1  0
 10 12  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1169784

   N'-(2-Chlorobenzylidene)Tetradecanehydrazide

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: 364.96

Molecular Weight (Monoisotopic): 364.2281

AlogP: 6.49

#Rotatable Bonds: 14

Polar Surface Area: 41.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.85

CX Basic pKa: 1.40

CX LogP: 7.30

CX LogD: 7.30

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.23

Np Likeness Score: -1.14

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