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

ID: ALA2013095

PubChem CID: 70689513

Max Phase: Preclinical

Molecular Formula: C22H22N6O3

Molecular Weight: 418.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NN1C(=O)C(Cc2ccccc2)=NN2C1=NN(C(C)=O)C2(C)c1ccccc1

Standard InChI:  InChI=1S/C22H22N6O3/c1-15(29)23-26-20(31)19(14-17-10-6-4-7-11-17)24-28-21(26)25-27(16(2)30)22(28,3)18-12-8-5-9-13-18/h4-13H,14H2,1-3H3,(H,23,29)

Standard InChI Key:  AFHWKFGTVYSTOM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    0.8901   -1.5571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8824   -2.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1711   -2.7861    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5436   -2.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5401   -1.5463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1585   -1.9718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6685   -2.6392    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6800   -1.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1189   -0.6058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329    0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3834    0.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9440   -0.6393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2590   -2.7825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2743   -0.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4000   -2.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3979   -1.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6831   -1.1256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1655   -3.6131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5499   -4.0229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2667   -3.6058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5555   -4.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9970   -1.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4075   -2.7115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4210   -1.2598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  0
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  5  6  1  0
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  7  8  1  0
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 10 15  2  0
  9 10  1  0
  5 16  2  0
  9 17  1  0
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  6 18  1  0
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  4 25  1  0
  7 29  1  0
  1  2  1  0
 29 30  1  0
  2  3  1  0
 29 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2013095

   N-(2-acetyl-6-benzyl-3-methyl-7-oxo-3-phenyl-[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: 418.46

Molecular Weight (Monoisotopic): 418.1753

AlogP: 1.79

#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: 9.98

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.82

Np Likeness Score: -0.43

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