N'-(2-chlorobenzylidene)hexa-2,4-dienehydrazide

ID: ALA1171862

PubChem CID: 46838953

Max Phase: Preclinical

Molecular Formula: C13H13ClN2O

Molecular Weight: 248.71

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H13ClN2O/c1-2-3-4-9-13(17)16-15-10-11-7-5-6-8-12(11)14/h2-10H,1H3,(H,16,17)/b3-2+,9-4+,15-10+

Standard InChI Key:  LSXULFWOFSHQKI-VXLVUPDRSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   -0.2223  -28.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2234  -29.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4914  -30.0069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2078  -29.5935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2050  -28.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4896  -28.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4871  -27.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2286  -27.1185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2310  -26.2935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9467  -25.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9492  -25.0581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6600  -26.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3750  -25.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0875  -26.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9368  -28.3543    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.8025  -25.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5164  -26.3017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  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
  1 15  1  0
  3  4  2  0
 14 16  2  0
  7  8  2  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1171862

   (2E,4E)-N-[(E)-(2-chlorophenyl)methylideneamino]hexa-2,4-dienamide

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: 248.71

Molecular Weight (Monoisotopic): 248.0716

AlogP: 2.92

#Rotatable Bonds: 4

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: 11.97

CX Basic pKa: 1.20

CX LogP: 3.38

CX LogD: 3.38

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.38

Np Likeness Score: -1.01

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