2-(6-(4-Methoxyphenyl)-2-methylnicotinoyl)-N-phenylhydrazine-1-carboxamide

ID: ALA4573495

PubChem CID: 155563071

Max Phase: Preclinical

Molecular Formula: C21H20N4O3

Molecular Weight: 376.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc(C(=O)NNC(=O)Nc3ccccc3)c(C)n2)cc1

Standard InChI:  InChI=1S/C21H20N4O3/c1-14-18(12-13-19(22-14)15-8-10-17(28-2)11-9-15)20(26)24-25-21(27)23-16-6-4-3-5-7-16/h3-13H,1-2H3,(H,24,26)(H2,23,25,27)

Standard InChI Key:  SUQAFWIJENAWRK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.1878   -4.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8958   -5.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6055   -4.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6027   -4.1484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8940   -3.7431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3058   -3.7384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0153   -4.1460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7210   -3.7354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7184   -2.9174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0042   -2.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3014   -2.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4798   -5.3795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7724   -4.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4301   -4.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4240   -2.5052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1338   -2.9102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4198   -1.6880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8394   -2.4980    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5492   -2.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2548   -2.4908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5533   -3.7201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9646   -2.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9633   -3.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6723   -4.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3789   -3.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3721   -2.8827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6625   -2.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  5  7  1  0
  2 13  1  0
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 21 23  1  0
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 24 25  1  0
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 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4573495

   ---

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: 376.42

Molecular Weight (Monoisotopic): 376.1535

AlogP: 3.53

#Rotatable Bonds: 4

Polar Surface Area: 92.35

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.21

CX Basic pKa: 4.04

CX LogP: 2.93

CX LogD: 2.93

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -1.69

References

1. Eldehna WM, Almahli H, Ibrahim TM, Fares M, Al-Warhi T, Boeckler FM, Bekhit AA, Abdel-Aziz HA..  (2019)  Synthesis, in vitro biological evaluation and in silico studies of certain arylnicotinic acids conjugated with aryl (thio)semicarbazides as a novel class of anti-leishmanial agents.,  179  [PMID:31260888] [10.1016/j.ejmech.2019.06.051]

Source

Source(1):

• Scientific Literature