1-(4-Methylphenyl)furo[2,3-e]pyrrolo[1,2-a] pyrazin-5(4H)-one

ID: ALA517669

PubChem CID: 25268556

Max Phase: Preclinical

Molecular Formula: C16H12N2O2

Molecular Weight: 264.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2coc3[nH]c(=O)c4cccn4c23)cc1

Standard InChI:  InChI=1S/C16H12N2O2/c1-10-4-6-11(7-5-10)12-9-20-16-14(12)18-8-2-3-13(18)15(19)17-16/h2-9H,1H3,(H,17,19)

Standard InChI Key:  QFRFZNZDBJILJB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
   -0.1343   -3.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8463   -3.4833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5583   -4.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5583   -3.8954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3473   -3.6390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8350   -4.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3473   -4.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1343   -4.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8468   -5.1335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6784   -5.9374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1382   -6.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4744   -5.2764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5814   -3.4896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7505   -5.7018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5732   -5.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9758   -6.4275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5535   -7.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7244   -7.1233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3255   -6.4036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553   -7.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0
  3  9  1  0
  8  1  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  2  0
  1  2  1  0
  1 13  2  0
  4  5  1  0
  7 14  1  0
  5  6  1  0
 14 15  2  0
  6  7  2  0
 15 16  1  0
  7  3  1  0
 16 17  2  0
  8  9  1  0
 17 18  1  0
  3  4  2  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA517669

   1-(4-Methylphenyl)furo[2,3-e]pyrrolo[1,2-a] pyrazin-5(4H)-one

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: 264.28

Molecular Weight (Monoisotopic): 264.0899

AlogP: 3.35

#Rotatable Bonds: 1

Polar Surface Area: 50.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: 4

Heavy Atoms: 20

QED Weighted: 0.57

Np Likeness Score: -0.57

References

1. Rochais C, Duc NV, Lescot E, Sopkova-de Oliveira Santos J, Bureau R, Meijer L, Dallemagne P, Rault S..  (2009)  Synthesis of new dipyrrolo- and furopyrrolopyrazinones related to tripentones and their biological evaluation as potential kinases (CDKs1-5, GSK-3) inhibitors.,  44  (2): [PMID:18586356] [10.1016/j.ejmech.2008.05.011]

Source

Source(1):

• Scientific Literature