[11C]-9-amino-2-cyclobutyl-5-(2-methoxypyridin-3-yl)-2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-one

ID: ALA2057672

PubChem CID: 70686349

Max Phase: Preclinical

Molecular Formula: C21H20N4O2

Molecular Weight: 360.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [11CH3]Oc1ncccc1-c1cccc2c(N)c3c(nc12)CN(C1CCC1)C3=O

Standard InChI:  InChI=1S/C21H20N4O2/c1-27-20-14(9-4-10-23-20)13-7-3-8-15-18(22)17-16(24-19(13)15)11-25(21(17)26)12-5-2-6-12/h3-4,7-10,12H,2,5-6,11H2,1H3,(H2,22,24)/i1-1

Standard InChI Key:  NRBRKRZMKXLHTR-BJUDXGSMSA-N

Molfile:  

     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
   -3.0473   -0.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0484   -1.6648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3336   -2.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6172   -1.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6200   -0.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3354   -0.4247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7618   -0.4251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4762   -0.8378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3379    0.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3442    2.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0598    1.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0542    0.8050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6279    1.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6276    0.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9172    0.4057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9220    2.0468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2111    1.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2075    0.8147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5803    0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0638    1.2337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5746    1.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9260    2.8718    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8262    2.6865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8908    1.2332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4766    0.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0575    1.2382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4716    1.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0
  1  2  2  0
 13 14  1  0
  1  7  1  0
 14 15  1  0
 15 18  2  0
  3  4  2  0
 17 16  2  0
 16 13  1  0
 17 18  1  0
  7  8  1  0
  6  9  1  0
  9 14  2  0
  4  5  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 17  1  0
 13 10  2  0
 16 22  1  0
  2  3  1  0
 21 23  2  0
 24 25  1  0
 10 11  1  0
  5  6  2  0
 11 12  2  0
 12  9  1  0
 25 26  1  0
 26 27  1  0
 27 24  1  0
 20 24  1  0
M  ISO  1   8  11
M  END

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: 360.42

Molecular Weight (Monoisotopic): 360.1586

AlogP: 3.40

#Rotatable Bonds: 3

Polar Surface Area: 81.34

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.70

CX Basic pKa: 5.38

CX LogP: 2.86

CX LogD: 2.86

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.77

Np Likeness Score: -0.60

References

1. Moran MD, Wilson AA, Elmore CS, Parkes J, Ng A, Sadovski O, Graff A, Daskalakis ZJ, Houle S, Chapdelaine MJ, Vasdev N..  (2012)  Development of new carbon-11 labelled radiotracers for imaging GABAA- and GABAB-benzodiazepine receptors.,  20  (14): [PMID:22717238] [10.1016/j.bmc.2012.05.046]

Source

Source(1):

• Scientific Literature