N-(2-(2-(4-tert-butylbenzylidene)hydrazinecarbonyl)-4-chloro-6-methylphenyl)-2-chloronicotinamide

ID: ALA2252870

PubChem CID: 76311958

Max Phase: Preclinical

Molecular Formula: C25H24Cl2N4O2

Molecular Weight: 483.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(Cl)cc(C(=O)N/N=C\c2ccc(C(C)(C)C)cc2)c1NC(=O)c1cccnc1Cl

Standard InChI:  InChI=1S/C25H24Cl2N4O2/c1-15-12-18(26)13-20(21(15)30-23(32)19-6-5-11-28-22(19)27)24(33)31-29-14-16-7-9-17(10-8-16)25(2,3)4/h5-14H,1-4H3,(H,30,32)(H,31,33)/b29-14-

Standard InChI Key:  POGPQJXTZAGWOD-NUJZUDFISA-N

Molfile:  

     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
    2.0705   -9.2408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0693  -10.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7774  -10.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4870  -10.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4842   -9.2372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7756   -8.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1954  -10.4674    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.7772  -11.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0693  -11.6949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4848  -11.6953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4846  -12.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7763  -12.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7758  -13.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4839  -14.1426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1941  -13.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1911  -12.9147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0698  -12.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4848  -14.9598    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.8969  -12.5027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6065  -12.9079    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8929  -11.6855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3123  -12.4959    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0219  -12.9010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0259  -13.7182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3201  -14.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3238  -14.9419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0340  -15.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7420  -14.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7349  -14.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0390  -16.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3338  -16.5780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7492  -16.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0328  -16.9794    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  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 27 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252870

   N-[2-[[(Z)-(4-tert-butylphenyl)methylideneamino]carbamoyl]-4-chloro-6-methylphenyl]-2-chloropyridine-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: 483.40

Molecular Weight (Monoisotopic): 482.1276

AlogP: 6.01

#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: 1.07

CX LogP: 6.97

CX LogD: 6.97

Aromatic Rings: 3

Heavy Atoms: 33

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