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

ID: ALA477954

PubChem CID: 25268199

Max Phase: Preclinical

Molecular Formula: C15H9BrN2O2

Molecular Weight: 329.15

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H9BrN2O2/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:  QSUKTPYZECDOJL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
   10.6375    1.9044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9254    2.3210    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2133    1.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2133    1.9089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4244    2.1654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9366    1.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4243    0.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6375    1.0793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9250    0.6707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0933   -0.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9100   -0.2215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2462    0.5278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3532    2.3148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0211    0.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1983    0.0958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7956   -0.6235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2180   -1.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0472   -1.3193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4462   -0.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8162   -2.0539    0.0000 Br  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:

   

   ALA477954

   1-(4-Bromophenyl)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: 329.15

Molecular Weight (Monoisotopic): 327.9847

AlogP: 3.80

#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: 3.62

CX LogD: 3.62

Aromatic Rings: 4

Heavy Atoms: 20

QED Weighted: 0.58

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