2-chloro-N-(4-chloro-2-(2-((dimethylamino)methylene)hydrazinecarbonyl)-6-methylphenyl)nicotinamide

ID: ALA2252871

PubChem CID: 76315500

Max Phase: Preclinical

Molecular Formula: C17H17Cl2N5O2

Molecular Weight: 394.26

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H17Cl2N5O2/c1-10-7-11(18)8-13(17(26)23-21-9-24(2)3)14(10)22-16(25)12-5-4-6-20-15(12)19/h4-9H,1-3H3,(H,22,25)(H,23,26)/b21-9-

Standard InChI Key:  NXVOVDAUKQMXGM-NKVSQWTQSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   10.1433   -9.1211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1422   -9.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8502  -10.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5599   -9.9402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5570   -9.1175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8484   -8.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2682  -10.3477    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.8500  -11.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1422  -11.5753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5576  -11.5756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.5574  -12.3928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8492  -12.7969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8486  -13.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5568  -14.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2669  -13.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2640  -12.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1427  -12.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5577  -14.8401    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.9697  -12.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6794  -12.7882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9658  -11.5658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3851  -12.3762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0948  -12.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0987  -13.5985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8084  -14.0037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3930  -14.0106    0.0000 C   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  1  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252871

   2-chloro-N-[4-chloro-2-[[(Z)-dimethylaminomethylideneamino]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: 394.26

Molecular Weight (Monoisotopic): 393.0759

AlogP: 3.18

#Rotatable Bonds: 5

Polar Surface Area: 86.69

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.89

CX Basic pKa: 4.53

CX LogP: 3.26

CX LogD: 3.26

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.35

Np Likeness Score: -1.96

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