(E)-N-(4-((4-methylpiperidin-1-yl)methyl)phenyl)-2-(pyridin-2-ylmethylene)hydrazinecarboxamide

ID: ALA4533948

PubChem CID: 155546930

Max Phase: Preclinical

Molecular Formula: C20H25N5O

Molecular Weight: 351.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1CCN(Cc2ccc(NC(=O)N/N=C/c3ccccn3)cc2)CC1

Standard InChI:  InChI=1S/C20H25N5O/c1-16-9-12-25(13-10-16)15-17-5-7-18(8-6-17)23-20(26)24-22-14-19-4-2-3-11-21-19/h2-8,11,14,16H,9-10,12-13,15H2,1H3,(H2,23,24,26)/b22-14+

Standard InChI Key:  NQEWWGXVCDLERN-HYARGMPZSA-N

Molfile:  

 
     RDKit          2D

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    5.0090   -2.5134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0079   -3.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7159   -3.7419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4256   -3.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4228   -2.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7141   -2.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3012   -2.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5936   -2.5138    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1339   -3.7400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8410   -3.3303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5494   -3.7378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8397   -2.5131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2564   -3.3281    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9648   -3.7356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6718   -3.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3774   -3.7335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0839   -3.3245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0831   -2.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3698   -2.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6661   -2.5105    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8879   -2.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1824   -2.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1783   -3.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8860   -3.7340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5977   -3.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4692   -3.7295    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
  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 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533948

   ---

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: 351.45

Molecular Weight (Monoisotopic): 351.2059

AlogP: 3.47

#Rotatable Bonds: 5

Polar Surface Area: 69.62

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.17

CX Basic pKa: 9.09

CX LogP: 3.55

CX LogD: 1.86

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -2.02

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