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

ID: ALA478704

PubChem CID: 25268559

Max Phase: Preclinical

Molecular Formula: C17H14N2O4

Molecular Weight: 310.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2coc3[nH]c(=O)c4cccn4c23)cc1OC

Standard InChI:  InChI=1S/C17H14N2O4/c1-21-13-6-5-10(8-14(13)22-2)11-9-23-17-15(11)19-7-3-4-12(19)16(20)18-17/h3-9H,1-2H3,(H,18,20)

Standard InChI Key:  DXPAUKINSVKLAH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   17.1074   -3.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3954   -3.0833    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6833   -4.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6834   -3.4954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8944   -3.2390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4067   -3.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8943   -4.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1074   -4.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3949   -4.7335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.5633   -5.5374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3799   -5.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7160   -4.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8230   -3.0896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4969   -5.3049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6742   -5.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2773   -6.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7051   -6.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5341   -6.7262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9274   -6.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4525   -6.0576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3091   -7.4704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0551   -6.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4843   -7.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
 16 20  1  0
  4  2  1  0
 17 21  1  0
  3  9  1  0
 20 22  1  0
  8  1  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA478704

   3-(3,4-Dimethoxyphenyl)-5-oxa-1,7-diazatricyclo[7.3.0.02,6]dodeca-2(6),3,9,11-tetraen-8-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: 310.31

Molecular Weight (Monoisotopic): 310.0954

AlogP: 3.06

#Rotatable Bonds: 3

Polar Surface Area: 68.87

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.53

CX LogD: 2.53

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -0.28

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