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

ID: ALA2252873

PubChem CID: 76333659

Max Phase: Preclinical

Molecular Formula: C23H20Cl2N4O4

Molecular Weight: 487.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(/C=N\NC(=O)c2cc(Cl)cc(C)c2NC(=O)c2cccnc2Cl)c1OC

Standard InChI:  InChI=1S/C23H20Cl2N4O4/c1-13-10-15(24)11-17(19(13)28-22(30)16-7-5-9-26-21(16)25)23(31)29-27-12-14-6-4-8-18(32-2)20(14)33-3/h4-12H,1-3H3,(H,28,30)(H,29,31)/b27-12-

Standard InChI Key:  AUIIUOKEGLWPEO-PPDIBHTLSA-N

Molfile:  

     RDKit          2D

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   28.2524   -9.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9605  -10.2465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6702   -9.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.2525  -11.4721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   31.0760  -11.4627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.4954  -12.2730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2051  -12.6782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2090  -13.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5033  -13.9026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5069  -14.7191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2171  -15.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9252  -14.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9181  -13.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6215  -13.4777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3334  -13.8790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6363  -15.1113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6431  -15.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 28 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252873

   2-chloro-N-[4-chloro-2-[[(Z)-(2,3-dimethoxyphenyl)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: 487.34

Molecular Weight (Monoisotopic): 486.0862

AlogP: 4.73

#Rotatable Bonds: 7

Polar Surface Area: 101.91

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.92

CX Basic pKa: 0.70

CX LogP: 5.11

CX LogD: 5.11

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.29

Np Likeness Score: -1.69

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