8-Methoxy-3,3-dimethyl-3,4-dihydro-isoquinoline 2-oxide

ID: ALA13069

PubChem CID: 15337120

Max Phase: Preclinical

Molecular Formula: C12H15NO2

Molecular Weight: 205.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc2c1C=[N+]([O-])C(C)(C)C2

Standard InChI:  InChI=1S/C12H15NO2/c1-12(2)7-9-5-4-6-11(15-3)10(9)8-13(12)14/h4-6,8H,7H2,1-3H3

Standard InChI Key:  ZGQILBAMXJZVMH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  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
    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
    3.1417   -1.7167    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   -3.7875    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
    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
    0.2792   -4.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  1  1  0
  5  6  1  0
  6  4  1  0
  7  1  1  0
  8  3  2  0
  9  8  1  0
 10  4  1  0
 11  4  1  0
 12  5  2  0
 13 12  1  0
 14  8  1  0
 15  9  1  0
  5  3  1  0
 14 13  2  0
M  CHG  2   1   1   7  -1
M  END

Alternative Forms

1. Parent:

   

   ALA13069

   8-methoxy-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: 205.26

Molecular Weight (Monoisotopic): 205.1103

AlogP: 1.96

#Rotatable Bonds: 1

Polar Surface Area: 35.30

Molecular Species: ACID

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.11

CX Basic pKa: ┄

CX LogP: -0.92

CX LogD: 1.11

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.52

Np Likeness Score: 0.58

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