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

ID: ALA517818

PubChem CID: 25268555

Max Phase: Preclinical

Molecular Formula: C15H9FN2O2

Molecular Weight: 268.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2occ(-c3ccc(F)cc3)c2n2cccc12

Standard InChI:  InChI=1S/C15H9FN2O2/c16-10-5-3-9(4-6-10)11-8-20-15-13(11)18-7-1-2-12(18)14(19)17-15/h1-8H,(H,17,19)

Standard InChI Key:  HWTXMDMKCBTMQM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
   15.9880    2.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2759    2.4835    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5638    1.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5638    2.0714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7749    2.3279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2871    1.6567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7748    0.9855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9880    1.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2755    0.8332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4438    0.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2605   -0.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5967    0.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7037    2.4773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3716    0.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5488    0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1461   -0.4609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5685   -1.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3977   -1.1568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7967   -0.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1667   -1.8914    0.0000 F   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:

   

   ALA517818

   1-(4-Fluorophenyl)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: 268.25

Molecular Weight (Monoisotopic): 268.0648

AlogP: 3.18

#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: 2.99

CX LogD: 2.99

Aromatic Rings: 4

Heavy Atoms: 20

QED Weighted: 0.58

Np Likeness Score: -0.82

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