2-chloro-N-(4-chloro-2-(2-(3,4-dichlorobenzylidene)hydrazinecarbonyl)-6-methylphenyl)nicotinamide

ID: ALA2252872

PubChem CID: 76319172

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\c2ccc(Cl)c(Cl)c2)c1NC(=O)c1cccnc1Cl

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

Standard InChI Key:  USZKCDUPZKESBU-NCAUGAEKSA-N

Molfile:  

     RDKit          2D

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   19.2784   -9.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2772  -10.0527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9921  -10.4655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7085  -10.0522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7057   -9.2216    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.9903   -8.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4237  -10.4636    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.9919  -11.2905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2773  -11.7030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7063  -11.7033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7061  -12.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9910  -12.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   20.7054  -14.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4224  -13.7573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4195  -12.9345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2777  -12.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7063  -14.9991    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.1319  -12.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8484  -12.9275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.1279  -11.6935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5609  -12.5115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2774  -12.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2813  -13.7456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5689  -14.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5725  -14.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2895  -15.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0043  -14.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9971  -14.1477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7222  -15.3771    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.2946  -16.2159    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
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 11 12  2  0
 12 13  1  0
 13 14  2  0
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 14 18  1  0
 16 19  1  0
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 19 21  2  0
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 22 23  2  0
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 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 28 30  1  0
 27 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252872

   2-chloro-N-[4-chloro-2-[[(Z)-(3,4-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: 0.71

CX LogP: 6.64

CX LogD: 6.64

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.26

Np Likeness Score: -2.05

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