2-(6-(3,4-Dimethoxyphenyl)-2-methylnicotinoyl)-N-(4-methoxyphenyl)hydrazine-1-carboxamide

ID: ALA4546429

PubChem CID: 155552671

Max Phase: Preclinical

Molecular Formula: C23H24N4O5

Molecular Weight: 436.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)NNC(=O)c2ccc(-c3ccc(OC)c(OC)c3)nc2C)cc1

Standard InChI:  InChI=1S/C23H24N4O5/c1-14-18(10-11-19(24-14)15-5-12-20(31-3)21(13-15)32-4)22(28)26-27-23(29)25-16-6-8-17(30-2)9-7-16/h5-13H,1-4H3,(H,26,28)(H2,25,27,29)

Standard InChI Key:  KGZVIHSEVJVYBF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   16.6107   -9.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6095  -10.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3176  -10.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0272  -10.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0244   -9.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3158   -8.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7275   -8.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4371   -9.2184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1428   -8.8078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1401   -7.9897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4259   -7.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7231   -7.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9015  -10.4519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1941  -10.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8518   -9.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8457   -7.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5555   -7.9825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8416   -6.7604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2611   -7.5703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9709   -7.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6765   -7.5631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9751   -8.7925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3863   -7.9681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3851   -8.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0940   -9.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8006   -8.7765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7938   -7.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0843   -7.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3174  -11.2700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6096  -11.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5109   -9.1805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2160   -8.7674    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
  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
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546429

   ---

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: 436.47

Molecular Weight (Monoisotopic): 436.1747

AlogP: 3.55

#Rotatable Bonds: 6

Polar Surface Area: 110.81

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.20

CX Basic pKa: 3.96

CX LogP: 2.62

CX LogD: 2.61

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.51

Np Likeness Score: -1.43

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