1-(3,4-Dimethoxyphenyl)-3,4-dihydro-5H-dipyrrolo [1,2-a:20,30-e]pyrazin-5-one

ID: ALA453402

PubChem CID: 25268198

Max Phase: Preclinical

Molecular Formula: C17H15N3O3

Molecular Weight: 309.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2c[nH]c3[nH]c(=O)c4cccn4c23)cc1OC

Standard InChI:  InChI=1S/C17H15N3O3/c1-22-13-6-5-10(8-14(13)23-2)11-9-18-16-15(11)20-7-3-4-12(20)17(21)19-16/h3-9,18H,1-2H3,(H,19,21)

Standard InChI Key:  GGZFSSXQXCEWAG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    4.7077    2.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9957    2.4794    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2835    1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2836    2.0672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4946    2.3237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0068    1.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4945    0.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7077    1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9952    0.8291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1636    0.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9802   -0.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3164    0.6861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4234    2.4731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0970    0.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2743    0.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8774   -0.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3052   -1.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1342   -1.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5276   -0.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9092   -1.9080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380   -2.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0525   -0.4951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3449   -1.2181    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
 16 22  1  0
  4  2  1  0
 17 20  1  0
 20 21  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA453402

   3-(3,4-Dimethoxyphenyl)-1,5,7-triazatricyclo[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: 309.33

Molecular Weight (Monoisotopic): 309.1113

AlogP: 2.79

#Rotatable Bonds: 3

Polar Surface Area: 71.52

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.47

CX LogD: 2.47

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.61

Np Likeness Score: -0.31

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