SID49824606

ID: ALA3213189

PubChem CID: 9685287

Max Phase: Preclinical

Molecular Formula: C19H18N8O3S

Molecular Weight: 438.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(-c2c(C(=O)N/N=C(\C)c3cccs3)nnn2-c2nonc2N)cc1

Standard InChI:  InChI=1S/C19H18N8O3S/c1-3-29-13-8-6-12(7-9-13)16-15(22-26-27(16)18-17(20)24-30-25-18)19(28)23-21-11(2)14-5-4-10-31-14/h4-10H,3H2,1-2H3,(H2,20,24)(H,23,28)/b21-11+

Standard InChI Key:  BWHPDQPJSXOYTL-SRZZPIQSSA-N

Molfile:  

     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
    1.4558    8.5821    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6144   -2.5726    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4820    3.6033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5973   -1.5031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9492    0.8772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9546    1.9903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2067    3.2905    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6588   -1.0732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1747   -2.9937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9268    5.4485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301   -1.7116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8074    6.4483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5987    1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7390    2.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2501   -0.5931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6216    3.9790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3293   -1.7546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1126    7.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0068    8.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1572   10.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2522    8.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2137    9.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2168   10.9974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5951   -3.0039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6331   -3.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 25  1  0
  1 28  1  0
  2  8  1  0
  2  9  1  0
  3 17  2  0
  4 23  1  0
  4 30  1  0
  5  6  1  0
  5 13  1  0
  5 15  1  0
  6  7  2  0
  7 14  1  0
  8 15  2  0
  9 18  2  0
 10 12  1  0
 10 17  1  0
 11 18  1  0
 12 24  2  0
 13 14  2  0
 13 16  1  0
 14 17  1  0
 15 18  1  0
 16 19  2  0
 16 20  1  0
 19 21  1  0
 20 22  2  0
 21 23  2  0
 22 23  1  0
 24 25  1  0
 24 27  1  0
 25 26  2  0
 26 29  1  0
 28 29  2  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3213189

   1-(4-amino-1,2,5-oxadiazol-3-yl)-5-(4-ethoxyphenyl)-N-[(E)-1-thiophen-2-ylethylideneamino]triazole-4-carboxamide

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: 438.47

Molecular Weight (Monoisotopic): 438.1223

AlogP: 2.51

#Rotatable Bonds: 7

Polar Surface Area: 146.34

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.38

CX Basic pKa: 0.21

CX LogP: 2.53

CX LogD: 2.52

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.33

Np Likeness Score: -2.42

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays