(E)-3-[5-Amino-3-(4-chlorophenyl)-1H-pyrazol-1-yl]-6-[2-(furan-2-yl)ethenyl]-1,2,4-triazin-5-(2H)-one

ID: ALA2297189

PubChem CID: 135968229

Max Phase: Preclinical

Molecular Formula: C18H13ClN6O2

Molecular Weight: 380.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1cc(-c2ccc(Cl)cc2)nn1-c1nc(=O)c(/C=C/c2ccco2)n[nH]1

Standard InChI:  InChI=1S/C18H13ClN6O2/c19-12-5-3-11(4-6-12)15-10-16(20)25(24-15)18-21-17(26)14(22-23-18)8-7-13-2-1-9-27-13/h1-10H,20H2,(H,21,23,26)/b8-7+

Standard InChI Key:  PJEJGBLYEARDOH-BQYQJAHWSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   14.2059   -2.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2059   -3.5618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9112   -3.9663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6165   -3.5618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6165   -2.7446    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9112   -2.3319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4970   -2.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7905   -2.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0816   -2.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9957   -1.5264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1959   -1.3588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7893   -2.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3380   -2.6734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4988   -3.9714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3251   -3.9753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4094   -4.7882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2085   -4.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6181   -4.2521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0721   -3.6441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8013   -5.3341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4288   -4.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9078   -4.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7199   -4.7447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0541   -3.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5700   -3.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7596   -3.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8668   -3.9126    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13  9  1  0
  2 14  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
  4 15  1  0
 16 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 18 21  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2297189

   ---

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: 380.80

Molecular Weight (Monoisotopic): 380.0789

AlogP: 3.02

#Rotatable Bonds: 4

Polar Surface Area: 115.62

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.69

CX Basic pKa: 2.51

CX LogP: 2.82

CX LogD: 1.83

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.56

Np Likeness Score: -1.50

References

1. Ashour HM, El-Wakil MH, Khalil MA, Ismail KA, Labouta IM.  (2013)  Synthesis of some (E)-6-[2-(furan-2-yl)ethenyl]-1,2,4-triazin-5-ones and their biological evaluation as antitumor agents,  22  (4): [10.1007/s00044-012-0192-x]

Source

Source(1):

• Scientific Literature