2-(1H-[1,2,4]triazol-3-yl)-3a,4,9,9a-tetrahydro-4,9-benzeno-benz[f]isoindole-1,3-dione

ID: ALA1097905

PubChem CID: 46193622

Max Phase: Preclinical

Molecular Formula: C20H14N4O2

Molecular Weight: 342.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1C2C3c4ccccc4C(c4ccccc43)C2C(=O)N1c1nc[nH]n1

Standard InChI:  InChI=1S/C20H14N4O2/c25-18-16-14-10-5-1-2-6-11(10)15(13-8-4-3-7-12(13)14)17(16)19(26)24(18)20-21-9-22-23-20/h1-9,14-17H,(H,21,22,23)

Standard InChI Key:  JLQNQGPJLJQVEH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -2.9218   -6.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0423   -7.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5331   -8.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8421   -8.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6601   -8.8898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1680   -8.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8561   -7.4727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6091   -5.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0718   -6.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8945   -6.3289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2556   -5.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7879   -4.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9668   -4.9623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1049   -7.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1251   -6.4015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3470   -6.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8460   -6.7819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3142   -7.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144   -5.3463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432   -8.2303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0307   -6.7638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4611   -7.4117    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2319   -7.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2124   -6.3258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4296   -6.0934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  1  0
 12 13  1  0
  5  6  2  0
 13 14  2  0
 14  9  1  0
  1 10  1  0
  3  2  1  0
 15 16  1  0
  9  2  1  0
  6  7  1  0
  2 16  1  0
  7  8  2  0
  8  3  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
 17 20  2  0
  3  4  2  0
 19 21  2  0
  9 10  2  0
 22 18  1  0
 23 24  2  0
  1  4  1  0
 10 11  1  0
  4  5  1  0
 11 12  2  0
 22 23  1  0
 24 25  1  0
 25 26  1  0
 26 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1097905

   17-(1H-1,2,4-triazol-5-yl)-17-azapentacyclo[6.6.5.02,7.09,14.015,19]nonadeca-2,4,6,9,11,13-hexaene-16,18-dione

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: 342.36

Molecular Weight (Monoisotopic): 342.1117

AlogP: 2.20

#Rotatable Bonds: 1

Polar Surface Area: 78.95

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.34

CX Basic pKa: ┄

CX LogP: 2.32

CX LogD: 2.32

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.69

Np Likeness Score: -0.69

References

1. Khalil AM, Berghot MA, Gouda MA..  (2010)  Synthesis and study of some new 1,3-isoindoledione derivatives as potential antibacterial agents.,  45  (4): [PMID:20117862] [10.1016/j.ejmech.2009.12.064]

Source

Source(1):

• Scientific Literature