2-(Di(pyridin-2-yl)methylene)-N-(4-((dimethylamino)methyl)phenyl)hydrazine-1-carboxamide

ID: ALA4527447

PubChem CID: 155545166

Max Phase: Preclinical

Molecular Formula: C21H22N6O

Molecular Weight: 374.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)Cc1ccc(NC(=O)NN=C(c2ccccn2)c2ccccn2)cc1

Standard InChI:  InChI=1S/C21H22N6O/c1-27(2)15-16-9-11-17(12-10-16)24-21(28)26-25-20(18-7-3-5-13-22-18)19-8-4-6-14-23-19/h3-14H,15H2,1-2H3,(H2,24,26,28)

Standard InChI Key:  OAFWNCIRIFOXAK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   14.3985  -25.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3973  -25.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1054  -26.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8150  -25.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8122  -25.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1036  -24.6558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6907  -24.6562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9831  -25.0650    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5234  -26.2912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2305  -25.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9388  -26.2889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2292  -25.0643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6459  -25.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3542  -26.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0613  -25.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7668  -26.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4734  -25.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4725  -25.0576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7592  -24.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0556  -25.0617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2753  -24.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9833  -25.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3555  -27.1039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6471  -27.5126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6480  -28.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3569  -28.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0663  -28.3232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0619  -27.5082    0.0000 N   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
  1  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  8 21  1  0
  8 22  1  0
 14 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4527447

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 374.45

Molecular Weight (Monoisotopic): 374.1855

AlogP: 3.11

#Rotatable Bonds: 6

Polar Surface Area: 82.51

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.00

CX Basic pKa: 8.71

CX LogP: 3.04

CX LogD: 1.71

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -1.51

References

1. Ma J, Ni X, Gao Y, Huang K, Liu J, Wang Y, Chen R, Wang C..  (2019)  Identification and biological evaluation of novel benzothiazole derivatives bearing a pyridine-semicarbazone moiety as apoptosis inducers via activation of procaspase-3 to caspase-3.,  10  (3): [PMID:31015910] [10.1039/C8MD00624E]

Source

Source(1):

• Scientific Literature