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

ID: ALA478516

PubChem CID: 25268557

Max Phase: Preclinical

Molecular Formula: C16H12N2O3

Molecular Weight: 280.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2coc3[nH]c(=O)c4cccn4c23)cc1

Standard InChI:  InChI=1S/C16H12N2O3/c1-20-11-6-4-10(5-7-11)12-9-21-16-14(12)18-8-2-3-13(18)15(19)17-16/h2-9H,1H3,(H,17,19)

Standard InChI Key:  ILWRFQPNMHSIGM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    5.4282   -4.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7162   -3.6708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0042   -4.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0042   -4.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152   -3.8265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7275   -4.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2152   -5.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4282   -4.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7157   -5.3210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8841   -6.1249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7007   -6.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0369   -5.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1439   -3.6771    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8120   -5.8893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893   -5.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5867   -6.6150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0090   -7.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8381   -7.3108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2370   -6.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6072   -8.0454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7823   -8.0577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  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
  4  2  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA478516

   1-(4-Methoxyphenyl)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: 280.28

Molecular Weight (Monoisotopic): 280.0848

AlogP: 3.05

#Rotatable Bonds: 2

Polar Surface Area: 59.64

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.69

CX LogD: 2.69

Aromatic Rings: 4

Heavy Atoms: 21

QED Weighted: 0.61

Np Likeness Score: -0.42

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