3-(2-(4-Amino-6-benzyl-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl)hydrazono)indolin-2-one

ID: ALA2013099

PubChem CID: 135972875

Max Phase: Preclinical

Molecular Formula: C18H15N7O2

Molecular Weight: 361.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nn1c(N/N=C2\C(=O)Nc3ccccc32)nnc(Cc2ccccc2)c1=O

Standard InChI:  InChI=1S/C18H15N7O2/c19-25-17(27)14(10-11-6-2-1-3-7-11)21-23-18(25)24-22-15-12-8-4-5-9-13(12)20-16(15)26/h1-9H,10,19H2,(H,23,24)(H,20,22,26)

Standard InChI Key:  WGCVRRUEJIWBFT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    3.2940  -16.2493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5211  -15.9660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5572  -15.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3514  -14.9179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7175  -14.1785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5385  -14.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9970  -14.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6308  -15.5515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8061  -15.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8356  -16.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9076  -14.6272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2049  -15.0545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2588  -13.4363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4641  -13.8306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4792  -14.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2247  -15.0862    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9505  -14.6867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9655  -13.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6572  -15.1128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6872  -13.4640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3939  -13.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3789  -14.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0816  -15.1417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8073  -14.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236  -13.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1169  -13.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2097  -15.9106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  1  9  1  0
  4  9  2  0
  2 10  2  0
 11 12  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 13 18  2  0
 17 19  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 21 26  2  0
 18 20  1  0
 16 27  1  0
 12 15  1  0
  3 11  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2013099

   ---

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: 361.37

Molecular Weight (Monoisotopic): 361.1287

AlogP: 0.71

#Rotatable Bonds: 4

Polar Surface Area: 127.29

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.47

CX Basic pKa: 1.22

CX LogP: 1.82

CX LogD: 1.81

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.46

Np Likeness Score: -1.04

References

1. El Massry AM, Asal AM, Khattab SN, Haiba NS, Awney HA, Helmy M, Langer V, Amer A..  (2012)  Synthesis and structure elucidation of novel fused 1,2,4-triazine derivatives as potent inhibitors targeting CYP1A1 activity.,  20  (8): [PMID:22414679] [10.1016/j.bmc.2012.02.041]

Source

Source(1):

• Scientific Literature