2-chloro-N-(4-chloro-2-methyl-6-(2-propylidenehydrazinecarbonyl)phenyl)nicotinamide

ID: ALA2252876

PubChem CID: 76333660

Max Phase: Preclinical

Molecular Formula: C17H16Cl2N4O2

Molecular Weight: 379.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC/C=N\NC(=O)c1cc(Cl)cc(C)c1NC(=O)c1cccnc1Cl

Standard InChI:  InChI=1S/C17H16Cl2N4O2/c1-3-6-21-23-17(25)13-9-11(18)8-10(2)14(13)22-16(24)12-5-4-7-20-15(12)19/h4-9H,3H2,1-2H3,(H,22,24)(H,23,25)/b21-6-

Standard InChI Key:  XLIJZPRHSHNERJ-MPUCSWFWSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    1.0528   -1.1416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0515   -1.9690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7664   -2.3818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4828   -1.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4799   -1.1380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7646   -0.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1979   -2.3799    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7662   -3.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0516   -3.6191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4806   -3.6195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4804   -4.4445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7653   -4.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7648   -5.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4796   -6.0902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1966   -5.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1937   -4.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0520   -4.4380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4806   -6.9152    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9061   -4.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6226   -4.8437    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9021   -3.6096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3350   -4.4278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0515   -4.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0555   -5.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7719   -6.0708    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
M  END

Alternative Forms

1. Parent:

   

   ALA2252876

   2-chloro-N-[4-chloro-2-methyl-6-[[(Z)-propylideneamino]carbamoyl]phenyl]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: 379.25

Molecular Weight (Monoisotopic): 378.0650

AlogP: 4.07

#Rotatable Bonds: 5

Polar Surface Area: 83.45

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.94

CX Basic pKa: 0.81

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.47

Np Likeness Score: -1.91

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