2-(2-Methyl-6-(3,4,5-trimethoxyphenyl)nicotinoyl)-N-phenylhydrazine-1-carbothioamide

ID: ALA4577676

PubChem CID: 155565044

Max Phase: Preclinical

Molecular Formula: C23H24N4O4S

Molecular Weight: 452.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(-c2ccc(C(=O)NNC(=S)Nc3ccccc3)c(C)n2)cc(OC)c1OC

Standard InChI:  InChI=1S/C23H24N4O4S/c1-14-17(22(28)26-27-23(32)25-16-8-6-5-7-9-16)10-11-18(24-14)15-12-19(29-2)21(31-4)20(13-15)30-3/h5-13H,1-4H3,(H,26,28)(H2,25,27,32)

Standard InChI Key:  JCPZIJAWKPTPKI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.8448  -10.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5528  -10.6344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2625  -10.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.9628   -8.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6723   -9.4000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3780   -8.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3754   -8.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6612   -7.7656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9584   -8.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1368  -10.6335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4294  -10.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   21.0810   -7.7591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7908   -8.1641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0768   -6.9420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4964   -7.7519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2062   -8.1569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9118   -7.7447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2103   -8.9741    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.6216   -8.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6203   -8.9654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3293   -9.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0359   -8.9581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0291   -8.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3195   -7.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1381   -8.9975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1379   -8.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5526  -11.4516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8448  -11.8600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5  6  2  0
  6  1  1  0
  7  8  2  0
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  9 10  2  0
 10 11  1  0
 11 12  2  0
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  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
  1 29  1  0
 29 30  1  0
  3 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4577676

   ---

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: 452.54

Molecular Weight (Monoisotopic): 452.1518

AlogP: 3.71

#Rotatable Bonds: 6

Polar Surface Area: 93.74

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.39

CX Basic pKa: 3.87

CX LogP: 3.51

CX LogD: 3.50

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.38

Np Likeness Score: -1.42

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