N-(4-Chlorophenyl)-2-(6-(3,4-dimethoxyphenyl)-2-methylnicotinoyl)hydrazine-1-carboxamide

ID: ALA4569225

PubChem CID: 155560761

Max Phase: Preclinical

Molecular Formula: C22H21ClN4O4

Molecular Weight: 440.89

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2ccc(C(=O)NNC(=O)Nc3ccc(Cl)cc3)c(C)n2)cc1OC

Standard InChI:  InChI=1S/C22H21ClN4O4/c1-13-17(21(28)26-27-22(29)25-16-7-5-15(23)6-8-16)9-10-18(24-13)14-4-11-19(30-2)20(12-14)31-3/h4-12H,1-3H3,(H,26,28)(H2,25,27,29)

Standard InChI Key:  YQYHIDANZXTLMF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   16.0824   -3.9704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0812   -4.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7893   -5.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4990   -4.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4961   -3.9668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7875   -3.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1993   -3.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9088   -3.9644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.6145   -3.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6118   -2.7358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8976   -2.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1949   -2.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3732   -5.1979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6658   -4.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3235   -3.9601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3175   -2.3236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0272   -2.7286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3133   -1.5064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7329   -2.3164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4426   -2.7214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1483   -2.3092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4468   -3.5385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8580   -2.7141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8568   -3.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5657   -3.9348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2723   -3.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2655   -2.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5560   -2.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7891   -6.0160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0813   -6.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9827   -3.9266    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
  3 29  1  0
 29 30  1  0
 26 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4569225

   ---

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: 440.89

Molecular Weight (Monoisotopic): 440.1251

AlogP: 4.19

#Rotatable Bonds: 5

Polar Surface Area: 101.58

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.20

CX Basic pKa: 3.96

CX LogP: 3.38

CX LogD: 3.37

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.52

Np Likeness Score: -1.63

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