6-(2-(5,7-dioxo-5H-pyrrolo[3,4-b]pyrazin-6(7H)-yl)ethyl)-6H-pyrrolo[3,4-b]pyrazine-5,7-dione

ID: ALA4086622

PubChem CID: 101593662

Max Phase: Preclinical

Molecular Formula: C14H8N6O4

Molecular Weight: 324.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2nccnc2C(=O)N1CCN1C(=O)c2nccnc2C1=O

Standard InChI:  InChI=1S/C14H8N6O4/c21-11-7-8(16-2-1-15-7)12(22)19(11)5-6-20-13(23)9-10(14(20)24)18-4-3-17-9/h1-4H,5-6H2

Standard InChI Key:  OBANBPOYKZUMGY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   18.6620   -8.8076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4792   -8.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8852   -9.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7024   -9.5228    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1859   -8.1474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1810   -9.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1813  -10.1846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1861   -8.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4048   -9.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4094   -8.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7086   -7.9923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0027   -8.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0020   -9.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7034   -9.6170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9624   -9.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9584   -9.9324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6609  -10.3414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3679   -9.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3679   -9.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6648   -8.7136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4391   -7.3704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4322  -10.2472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9279  -10.9615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9365   -8.0843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  1  5  1  0
  5 10  1  0
  9  6  1  0
  6  1  1  0
  4  7  1  0
  7 16  1  0
 15  8  1  0
  8  4  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  5 21  2  0
  6 22  2  0
  7 23  2  0
  8 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4086622

   6-[2-(5,7-Dioxopyrrolo[3,4-b]pyrazin-6-yl)ethyl]pyrrolo[3,4-b]pyrazine-5,7-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: 324.26

Molecular Weight (Monoisotopic): 324.0607

AlogP: -0.84

#Rotatable Bonds: 3

Polar Surface Area: 126.32

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -1.66

CX LogD: -1.66

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.67

Np Likeness Score: -0.46

References

1. Kumar A, Banerjee S, Roy P, Sondhi SM, Sharma A..  (2017)  Solvent free, catalyst free, microwave or grinding assisted synthesis of bis-cyclic imide derivatives and their evaluation for anticancer activity.,  27  (3): [PMID:28011220] [10.1016/j.bmcl.2016.12.031]

Source

Source(1):

• Scientific Literature