2-Acetyl-8-(N-acetylamino)-6-benzyl-3-methyl-7-oxo-3-p-tolyl-2,3-dihydro-7H-[1,2,4]triazolo[4,3-b][1,2,4]triazine

ID: ALA2013098

PubChem CID: 70681103

Max Phase: Preclinical

Molecular Formula: C23H24N6O3

Molecular Weight: 432.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NN1C(=O)C(Cc2ccccc2)=NN2C1=NN(C(C)=O)C2(C)c1ccc(C)cc1

Standard InChI:  InChI=1S/C23H24N6O3/c1-15-10-12-19(13-11-15)23(4)28(17(3)31)26-22-27(24-16(2)30)21(32)20(25-29(22)23)14-18-8-6-5-7-9-18/h5-13H,14H2,1-4H3,(H,24,30)

Standard InChI Key:  ZNVJHHHHUBEZLP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   10.9386   -8.0610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9309   -8.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2202   -9.2934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5057   -8.8802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5093   -8.0502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2061   -8.4795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7165   -9.1424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7279   -7.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1667   -7.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7809   -6.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.7909   -9.2898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.0765   -8.8694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3579   -9.2811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513   -8.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6533   -8.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3677   -7.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2104  -10.1198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4996  -10.5251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7831  -10.1126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4939  -11.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0442   -8.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4545   -9.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4680   -7.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4902   -5.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  5  6  1  0
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  7  8  1  0
  7  9  1  0
  2  9  1  0
  3  8  2  0
 10 11  1  0
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 12 13  1  0
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  9 10  1  0
  5 16  2  0
  9 17  1  0
 18 19  1  0
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 20 21  2  0
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 23 24  1  0
 19 24  2  0
  6 18  1  0
 26 27  2  0
 26 28  1  0
 25 26  1  0
  4 25  1  0
  7 29  1  0
  1  2  1  0
 29 30  1  0
  2  3  1  0
 29 31  2  0
  3  4  1  0
 13 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2013098

   N-[2-acetyl-6-benzyl-3-methyl-3-(4-methylphenyl)-7-oxo-[1,2,4]triazolo[4,3-b][1,2,4]triazin-8-yl]acetamide

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: 432.48

Molecular Weight (Monoisotopic): 432.1910

AlogP: 2.09

#Rotatable Bonds: 4

Polar Surface Area: 97.68

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.04

CX Basic pKa: ┄

CX LogP: 3.12

CX LogD: 3.12

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.80

Np Likeness Score: -0.54

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