SID49819815

ID: ALA2003518

PubChem CID: 9655337

Max Phase: Preclinical

Molecular Formula: C21H18N8O4

Molecular Weight: 446.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=N\NC(=O)c1nnn(-c2nonc2N)c1-c1ccc2c(c1)OCO2)c1ccc(C)cc1

Standard InChI:  InChI=1S/C21H18N8O4/c1-11-3-5-13(6-4-11)12(2)23-25-21(30)17-18(14-7-8-15-16(9-14)32-10-31-15)29(28-24-17)20-19(22)26-33-27-20/h3-9H,10H2,1-2H3,(H2,22,26)(H,25,30)/b23-12+

Standard InChI Key:  HFKWHFDKOWJDRR-FSJBWODESA-N

Molfile:  

     RDKit          2D

 33 37  0  0  0  0  0  0  0  0999 V2000
   -4.3371    0.8322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1835    2.9732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3371    2.1671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7206   -0.4429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6554    1.0102    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1034    0.3971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5159   -0.3174    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2698    2.1527    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234    3.1448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7644   -1.5048    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8564    2.3440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3775   -2.0569    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4091    0.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3229   -0.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1236    1.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4839    1.8172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9360   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8381    0.6747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5525    1.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0359    2.4303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1236    1.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5525    1.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8381    2.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8221    1.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2060   -2.8638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8191   -3.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6476   -4.2228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6037   -3.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214   -3.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0453   -4.5199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2607   -4.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2168   -3.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6584   -5.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 19  1  0
  1 24  1  0
  2  8  1  0
  2  9  1  0
  3 22  1  0
  3 24  1  0
  4 17  2  0
  5  6  1  0
  5 13  1  0
  5 16  1  0
  6  7  2  0
  7 14  1  0
  8 16  2  0
  9 20  2  0
 10 12  1  0
 10 17  1  0
 11 20  1  0
 12 25  2  0
 13 14  2  0
 13 15  1  0
 14 17  1  0
 15 18  1  0
 15 21  2  0
 16 20  1  0
 18 19  2  0
 19 22  1  0
 21 23  1  0
 22 23  2  0
 25 26  1  0
 25 29  1  0
 26 27  2  0
 26 28  1  0
 27 31  1  0
 28 32  2  0
 30 31  2  0
 30 32  1  0
 30 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2003518

   1-(4-amino-1,2,5-oxadiazol-3-yl)-5-(1,3-benzodioxol-5-yl)-N'-[(1E)-1-(4-methylphenyl)ethylidene]-1H-1,2,3-triazole-4-carbohydrazide

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: 446.43

Molecular Weight (Monoisotopic): 446.1451

AlogP: 2.09

#Rotatable Bonds: 5

Polar Surface Area: 155.57

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.38

CX Basic pKa: 1.45

CX LogP: 2.55

CX LogD: 2.55

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.35

Np Likeness Score: -1.78

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays