8-(N,N-Diacetylamino)-1',2-diacetyl-6-benzyl-2Hspiro[[1,2,4]triazolo[4,3-b][1,2,4]triazine-3,3'-indoline]-2',7(8H)-dione

ID: ALA2013101

PubChem CID: 70693721

Max Phase: Preclinical

Molecular Formula: C26H23N7O6

Molecular Weight: 529.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1C(=O)C2(c3ccccc31)N(C(C)=O)N=C1N(N(C(C)=O)C(C)=O)C(=O)C(Cc3ccccc3)=NN12

Standard InChI:  InChI=1S/C26H23N7O6/c1-15(34)29-22-13-9-8-12-20(22)26(24(29)39)32(18(4)37)28-25-31(30(16(2)35)17(3)36)23(38)21(27-33(25)26)14-19-10-6-5-7-11-19/h5-13H,14H2,1-4H3

Standard InChI Key:  PMPIPYUOVLBKIH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 39 43  0  0  0  0  0  0  0  0999 V2000
    1.5603   -1.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3238   -0.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2582    0.0868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0543   -0.8988    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7692   -1.3155    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7615   -2.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0502   -2.5488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6648   -2.1353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6612   -1.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0378   -1.7343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5478   -2.3977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3803   -2.5452    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3763   -0.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0876   -1.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0953   -2.1244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8144   -2.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5216   -2.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5196   -1.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8046   -0.8880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0446   -3.3759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6710   -3.7817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881   -3.3687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6767   -4.6087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8766   -1.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7571   -3.7943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7511   -4.6206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757   -3.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0230   -0.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4533    0.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0604    0.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2373    1.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1913    0.3117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2040   -0.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2831   -2.4616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3549   -1.0889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9410   -0.9639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9856    0.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6888    0.0447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0099    1.3047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 14 19  2  0
  9 13  1  0
 21 22  2  0
 21 23  1  0
 20 21  1  0
  7 20  1  0
  1  2  1  0
 10 24  1  0
 20 25  1  0
  2  3  1  0
 25 26  2  0
  3 29  1  0
 25 27  1  0
 28  1  1  0
  4  5  1  0
 28 29  2  0
  5  6  1  0
 29 30  1  0
  6  7  1  0
 30 31  2  0
  7  8  1  0
 31 32  1  0
  8  9  1  0
 32 33  2  0
 33 28  1  0
  4  9  2  0
 24 34  2  0
 10 11  1  0
 24 35  1  0
 10  1  1  0
  2 36  2  0
  5  1  1  0
  3 37  1  0
  6 11  2  0
 37 38  1  0
  8 12  2  0
 37 39  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2013101

   N-acetyl-N-(1',2-diacetyl-6-benzyl-2',7-dioxospiro[[1,2,4]triazolo[4,3-b][1,2,4]triazine-3,3'-indole]-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: 529.51

Molecular Weight (Monoisotopic): 529.1710

AlogP: 0.92

#Rotatable Bonds: 3

Polar Surface Area: 143.34

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.46

CX LogD: 1.46

Aromatic Rings: 2

Heavy Atoms: 39

QED Weighted: 0.58

Np Likeness Score: -0.33

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