2-isonicotinoyl-N-(4-octylphenyl)hydrazinecarboxamide

ID: ALA4066808

PubChem CID: 86577329

Max Phase: Preclinical

Molecular Formula: C21H28N4O2

Molecular Weight: 368.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCc1ccc(NC(=O)NNC(=O)c2ccncc2)cc1

Standard InChI:  InChI=1S/C21H28N4O2/c1-2-3-4-5-6-7-8-17-9-11-19(12-10-17)23-21(27)25-24-20(26)18-13-15-22-16-14-18/h9-16H,2-8H2,1H3,(H,24,26)(H2,23,25,27)

Standard InChI Key:  IMVNDUBCDCWIQE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   30.3590  -15.5824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0709  -15.9951    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6472  -15.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9354  -15.5824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6472  -16.8164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9354  -17.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9354  -18.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2235  -18.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5158  -18.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5158  -17.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2235  -16.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8040  -18.4590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0921  -18.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0921  -17.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3803  -16.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3803  -15.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6685  -15.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6685  -14.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9566  -14.3524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7827  -15.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4945  -15.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2064  -15.5824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9141  -15.9951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9141  -16.8164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.2064  -17.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4945  -16.8164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7827  -14.7610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  4  2  0
  3  5  1  0
  1  3  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  9 12  1  0
  5  6  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 21 26  1  0
 20 27  2  0
  2 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4066808

   1-(4-Octylphenyl)-3-(pyridine-4-carbonylamino)urea

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 368.48

Molecular Weight (Monoisotopic): 368.2212

AlogP: 4.45

#Rotatable Bonds: 9

Polar Surface Area: 83.12

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.98

CX Basic pKa: 3.18

CX LogP: 4.55

CX LogD: 4.54

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.45

Np Likeness Score: -1.26

References

1. Hu YQ, Zhang S, Zhao F, Gao C, Feng LS, Lv ZS, Xu Z, Wu X..  (2017)  Isoniazid derivatives and their anti-tubercular activity.,  133  [PMID:28390957] [10.1016/j.ejmech.2017.04.002]

Source

Source(1):

• Scientific Literature