2-chloro-N-(4-chloro-2-methyl-6-(2-(3-(trifluoromethyl)benzylidene)hydrazinecarbonyl)phenyl)nicotinamide

ID: ALA2252869

PubChem CID: 76311957

Max Phase: Preclinical

Molecular Formula: C22H15Cl2F3N4O2

Molecular Weight: 495.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(Cl)cc(C(=O)N/N=C\c2cccc(C(F)(F)F)c2)c1NC(=O)c1cccnc1Cl

Standard InChI:  InChI=1S/C22H15Cl2F3N4O2/c1-12-8-15(23)10-17(18(12)30-20(32)16-6-3-7-28-19(16)24)21(33)31-29-11-13-4-2-5-14(9-13)22(25,26)27/h2-11H,1H3,(H,30,32)(H,31,33)/b29-11-

Standard InChI Key:  RMFYLTNRCIWXRG-KYMQWJLESA-N

Molfile:  

     RDKit          2D

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   35.2327   -0.9203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2316   -1.7399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9396   -2.1488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6493   -1.7394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6465   -0.9167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9378   -0.5115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3576   -2.1469    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.9394   -2.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2316   -3.3744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.6470   -3.3748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6468   -4.1920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9386   -4.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9381   -5.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6462   -5.8221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3564   -5.4093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3534   -4.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2321   -4.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6471   -6.6393    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.0591   -4.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7688   -4.5874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0552   -3.3650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.4745   -4.1754    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.1842   -4.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1882   -5.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4824   -5.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4860   -6.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1962   -7.0274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9043   -6.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8972   -5.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6154   -7.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6222   -7.8308    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   42.3197   -6.5992    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   42.3206   -7.4208    0.0000 F   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
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 15 16  2  0
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 14 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  2  0
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 24 25  2  0
 25 26  1  0
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 27 28  1  0
 28 29  2  0
 29 24  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2252869

   2-chloro-N-[4-chloro-2-methyl-6-[[(Z)-[3-(trifluoromethyl)phenyl]methylideneamino]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: 495.29

Molecular Weight (Monoisotopic): 494.0524

AlogP: 5.73

#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: 0.74

CX LogP: 6.31

CX LogD: 6.31

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.27

Np Likeness Score: -2.09

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