5-Chloro-3,3-dimethyl-3,4-dihydro-isoquinoline 2-oxide

ID: ALA13201

PubChem CID: 15230914

Max Phase: Preclinical

Molecular Formula: C11H12ClNO

Molecular Weight: 209.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)Cc2c(Cl)cccc2C=[N+]1[O-]

Standard InChI:  InChI=1S/C11H12ClNO/c1-11(2)6-9-8(7-13(11)14)4-3-5-10(9)12/h3-5,7H,6H2,1-2H3

Standard InChI Key:  BLRXELABUAQKGI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 15  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   -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
    1.7042   -2.5500    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   -1.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9875   -0.4792    0.0000 Cl  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   -2.9625    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   -1.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  6  1  0
  5  2  1  0
  6  3  1  0
  7  1  1  0
  8  4  2  0
  9  8  1  0
 10  2  1  0
 11  2  1  0
 12  6  2  0
 13 12  1  0
 14 13  2  0
  5  4  1  0
 14  8  1  0
M  CHG  2   1   1   7  -1
M  END

Alternative Forms

1. Parent:

   

   ALA13201

   5-chloro-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: 209.68

Molecular Weight (Monoisotopic): 209.0607

AlogP: 2.60

#Rotatable Bonds: ┄

Polar Surface Area: 26.07

Molecular Species: ACID

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.14

CX Basic pKa: ┄

CX LogP: -0.16

CX LogD: 1.87

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.48

Np Likeness Score: -0.02

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