pyrazino[1,2-a]indole-1,3(2H,4H)-dione

ID: ALA3804998

PubChem CID: 127050133

Max Phase: Preclinical

Molecular Formula: C11H8N2O2

Molecular Weight: 200.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1Cn2c(cc3ccccc32)C(=O)N1

Standard InChI:  InChI=1S/C11H8N2O2/c14-10-6-13-8-4-2-1-3-7(8)5-9(13)11(15)12-10/h1-5H,6H2,(H,12,14,15)

Standard InChI Key:  WSANUGDRBVGDSJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 17  0  0  0  0  0  0  0  0999 V2000
   -3.7006   -0.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7006    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915    1.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4915   -1.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274   -0.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2274    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274   -0.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2274    0.8244    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732    1.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7372    0.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7372   -0.6045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4732   -1.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4694   -2.5190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7737    1.4291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  9  1  0
  8  7  2  0
  7  5  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 11 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3804998

   ---

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: 200.20

Molecular Weight (Monoisotopic): 200.0586

AlogP: 0.91

#Rotatable Bonds: ┄

Polar Surface Area: 51.10

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.41

CX Basic pKa: ┄

CX LogP: 0.76

CX LogD: 0.72

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.64

Np Likeness Score: -0.64

References

1. Zoidis G, Giannakopoulou E, Stevaert A, Frakolaki E, Myrianthopoulos V, Fytas G, Mavromara P, Mikros E, Bartenschlager R, Vassilaki N, Naesens L.  (2016)  Novel indoleflutimide heterocycles with activity against influenza PA endonuclease and hepatitis C virus,  7  (3): [10.1039/C5MD00439J]

Source

Source(1):

• Scientific Literature