6,7-Dimethoxy-3,3-dimethyl-3,4-dihydro-isoquinoline 2-oxide

ID: ALA13112

PubChem CID: 15230915

Max Phase: Preclinical

Molecular Formula: C13H17NO3

Molecular Weight: 235.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)CC(C)(C)[N+]([O-])=C2

Standard InChI:  InChI=1S/C13H17NO3/c1-13(2)7-9-5-11(16-3)12(17-4)6-10(9)8-14(13)15/h5-6,8H,7H2,1-4H3

Standard InChI Key:  GCRKEHSDKAOUCX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    3.1375   -2.5417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417   -1.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4250   -2.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042   -2.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042   -1.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4167   -1.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -2.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9917   -2.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9917   -1.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2792   -1.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2792   -2.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4375   -2.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333   -1.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417   -0.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8500   -2.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1500   -2.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333   -0.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  3  1  0
  5  4  1  0
  6  2  1  0
  7  1  1  0
  8  4  2  0
  9  5  2  0
 10 11  2  0
 11  8  1  0
 12 11  1  0
 13 10  1  0
 14  2  1  0
 15  2  1  0
 16 12  1  0
 17 13  1  0
  6  5  1  0
 10  9  1  0
M  CHG  2   1   1   7  -1
M  END

Alternative Forms

1. Parent:

   

   ALA13112

   6,7-dimethoxy-3,3-dimethyl-2-oxido-4H-isoquinolin-2-ium

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: 235.28

Molecular Weight (Monoisotopic): 235.1208

AlogP: 1.97

#Rotatable Bonds: 2

Polar Surface Area: 44.53

Molecular Species: ACID

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.68

CX Basic pKa: ┄

CX LogP: -1.07

CX LogD: 0.95

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.58

Np Likeness Score: 0.83

References

1. Bernotas RC, Thomas CE, Carr AA, Nieduzak TR, Adams G, Ohlweiler DF, Hay DA.  (1996)  Synthesis and radical scavenging activity of 3,3-dialkyl-3,4-dihydro-isoquinoline 2-oxides,  6  (10): [10.1016/0960-894X(96)00181-3]

Source

Source(1):

• Scientific Literature