6-(2,4,6-Trichlorophenyl)-5H-pyrrolo[3,4-b]pyrazine-5,7(6H)-dione

ID: ALA2298115

PubChem CID: 71722149

Max Phase: Preclinical

Molecular Formula: C12H4Cl3N3O2

Molecular Weight: 328.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2nccnc2C(=O)N1c1c(Cl)cc(Cl)cc1Cl

Standard InChI:  InChI=1S/C12H4Cl3N3O2/c13-5-3-6(14)10(7(15)4-5)18-11(19)8-9(12(18)20)17-2-1-16-8/h1-4H

Standard InChI Key:  UZRUOFUYYAGTBR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    2.4865   -9.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4865  -10.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1918  -11.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8971  -10.6276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8971   -9.8104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1918   -9.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1918  -11.8493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5284  -12.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8506  -12.3313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5982  -13.1085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7831  -13.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3759  -13.8107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7826  -14.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6008  -14.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0043  -13.8100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6282  -12.0800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7508  -12.0800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6042  -11.0372    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.7794  -11.0372    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.1918   -8.5805    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  1  6  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  3  7  1  0
  7  8  1  0
  8 11  1  0
 10  9  1  0
  9  7  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  9 16  2  0
  8 17  2  0
  4 18  1  0
  2 19  1  0
  6 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2298115

   6-(2,4,6-Trichlorophenyl)-5h-pyrrolo[3,4-b]pyrazine-5,7(6h)-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: 328.54

Molecular Weight (Monoisotopic): 326.9369

AlogP: 3.24

#Rotatable Bonds: 1

Polar Surface Area: 63.16

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.72

CX LogD: 2.72

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.75

Np Likeness Score: -0.72

References

1. El-Azab AS, Alanazi AM, Abdel-Aziz NI, Al-Suwaidan IA, El-Sayed MAA, El-Sherbeny MA, Abdel-Aziz AA.  (2013)  Synthesis, molecular modeling study, preliminary antibacterial, and antitumor evaluation of N-substituted naphthalimides and their structural analogues,  22  (5): [10.1007/s00044-012-0230-8]

Source

Source(1):

• Scientific Literature