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

ID: ALA2013093

PubChem CID: 70689512

Max Phase: Preclinical

Molecular Formula: C24H24N6O5

Molecular Weight: 476.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2N(C(C)=O)N=C3N2N=C(Cc2ccccc2)C(=O)N3N(C(C)=O)C(C)=O)cc1

Standard InChI:  InChI=1S/C24H24N6O5/c1-15(31)27-22(19-10-12-20(35-4)13-11-19)28-24(26-27)30(29(16(2)32)17(3)33)23(34)21(25-28)14-18-8-6-5-7-9-18/h5-13,22H,14H2,1-4H3

Standard InChI Key:  PSWTUSJUNBPADV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   12.1503   -8.2816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8662   -8.6941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8662   -9.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1503   -9.9316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4386   -9.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4386   -8.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1355   -9.1066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6508   -9.7762    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6499   -8.4412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0897   -7.7424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7017   -7.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1384   -6.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9612   -6.3427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3492   -7.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9134   -7.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7227   -9.9316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2952   -9.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5793   -9.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5793   -8.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2952   -8.2816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1503  -10.7566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4386  -11.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4386  -11.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7227  -10.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8662  -11.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8662  -11.9941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5820  -10.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9605   -9.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3730   -8.3949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3730   -9.8224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3995   -5.6438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2240   -5.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  2  0
  7  8  1  0
  7  9  1  0
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  3  8  2  0
 10 11  1  0
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 10 15  2  0
  9 10  1  0
  5 16  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
  6 17  1  0
 25 26  2  0
 25 27  1  0
 24 25  1  0
 28 29  2  0
 28 30  1  0
 24 28  1  0
  4 24  1  0
 31 32  2  0
 31 33  1  0
  7 31  1  0
 13 34  1  0
  1  2  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2013093

   N-acetyl-N-[2-acetyl-6-benzyl-3-(4-methoxyphenyl)-7-oxo-3H-[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: 476.49

Molecular Weight (Monoisotopic): 476.1808

AlogP: 1.88

#Rotatable Bonds: 5

Polar Surface Area: 115.19

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.65

Np Likeness Score: -0.49

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