2-chloro-N-(4-chloro-2-(2-(2,6-dichlorobenzylidene)hydrazinecarbonyl)-6-methylphenyl)nicotinamide

ID: ALA2252868

PubChem CID: 76311956

Max Phase: Preclinical

Molecular Formula: C21H14Cl4N4O2

Molecular Weight: 496.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(Cl)cc(C(=O)N/N=C\c2c(Cl)cccc2Cl)c1NC(=O)c1cccnc1Cl

Standard InChI:  InChI=1S/C21H14Cl4N4O2/c1-11-8-12(22)9-14(18(11)28-20(30)13-4-3-7-26-19(13)25)21(31)29-27-10-15-16(23)5-2-6-17(15)24/h2-10H,1H3,(H,28,30)(H,29,31)/b27-10-

Standard InChI Key:  NIBBAMBCMJWYFP-NCAUGAEKSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   26.7967   -1.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7955   -1.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5036   -2.3387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2132   -1.9293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2104   -1.1066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5018   -0.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9216   -2.3367    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   27.5034   -3.1559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7956   -3.5643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.2110   -3.5646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2108   -4.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5026   -4.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5020   -5.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2102   -6.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9203   -5.5992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9174   -4.7841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7960   -4.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2110   -6.8292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.6231   -4.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3328   -4.7772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6191   -3.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0385   -4.3652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7482   -4.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7521   -5.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0464   -5.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0500   -6.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7602   -7.2173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4682   -6.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4612   -5.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1646   -5.5700    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.3378   -5.5878    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  3  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 12 17  1  0
 14 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 29 30  1  0
 25 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252868

   2-chloro-N-[4-chloro-2-[[(Z)-(2,6-dichlorophenyl)methylideneamino]carbamoyl]-6-methylphenyl]pyridine-3-carboxamide

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: 496.18

Molecular Weight (Monoisotopic): 493.9871

AlogP: 6.02

#Rotatable Bonds: 5

Polar Surface Area: 83.45

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.92

CX Basic pKa: 0.33

CX LogP: 6.64

CX LogD: 6.64

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.26

Np Likeness Score: -1.93

References

1. Wu J, Kang S, Song B, Hu D, He M, Jin L, Yang S..  (2012)  Synthesis and antibacterial activity against ralstonia solanacearum for novel hydrazone derivatives containing a pyridine moiety.,  6  (28): [PMID:22483270] [10.1186/1752-153x-6-28]

Source

Source(1):

• Scientific Literature