N-(4-Chlorophenyl)-2-(6-(4-methoxyphenyl)-2-methylnicotinoyl)hydrazine-1-carbothioamide

ID: ALA4567831

PubChem CID: 155560249

Max Phase: Preclinical

Molecular Formula: C21H19ClN4O2S

Molecular Weight: 426.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc(C(=O)NNC(=S)Nc3ccc(Cl)cc3)c(C)n2)cc1

Standard InChI:  InChI=1S/C21H19ClN4O2S/c1-13-18(11-12-19(23-13)14-3-9-17(28-2)10-4-14)20(27)25-26-21(29)24-16-7-5-15(22)6-8-16/h3-12H,1-2H3,(H,25,27)(H2,24,26,29)

Standard InChI Key:  WZOABPJTLCACOG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.4192  -14.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4180  -15.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1261  -16.2103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8357  -15.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8329  -14.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1243  -14.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5360  -14.5682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2456  -14.9759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.9513  -14.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9486  -13.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2344  -13.3415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5316  -13.7544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7100  -16.2094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0026  -15.8002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6603  -14.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6542  -13.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3640  -13.7400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.6501  -12.5179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0696  -13.3278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7794  -13.7328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4850  -13.3206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.7836  -14.5500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.1948  -13.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1936  -14.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9025  -14.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6091  -14.5340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6023  -13.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8928  -13.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3194  -14.9380    0.0000 Cl  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
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
  2 13  1  0
 13 14  1  0
  9 15  1  0
 10 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 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
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4567831

   ---

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: 426.93

Molecular Weight (Monoisotopic): 426.0917

AlogP: 4.35

#Rotatable Bonds: 4

Polar Surface Area: 75.28

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.42

CX Basic pKa: 4.04

CX LogP: 4.43

CX LogD: 4.42

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.43

Np Likeness Score: -1.96

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