6,8-Dichloro-3,3-dimethyl-3,4-dihydro-isoquinoline 2-oxide

ID: ALA12917

PubChem CID: 10220467

Max Phase: Preclinical

Molecular Formula: C11H11Cl2NO

Molecular Weight: 244.12

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)Cc2cc(Cl)cc(Cl)c2C=[N+]1[O-]

Standard InChI:  InChI=1S/C11H11Cl2NO/c1-11(2)5-7-3-8(12)4-10(13)9(7)6-14(11)15/h3-4,6H,5H2,1-2H3

Standard InChI Key:  UCOILOQSCAMTST-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
    1.7042   -2.5500    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
    3.1417   -1.7167    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
    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
    0.2792   -2.5500    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
    0.9917   -3.7875    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333   -1.3125    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
  2  3  1  0
  3  1  2  0
  4  7  1  0
  5  1  1  0
  6  2  2  0
  7  5  1  0
  8  1  1  0
  9  6  1  0
 10  4  2  0
 11 10  1  0
 12  6  1  0
 13 11  1  0
 14  5  1  0
 15  5  1  0
  4  2  1  0
  9 11  2  0
M  CHG  2   1   1   8  -1
M  END

Alternative Forms

1. Parent:

   

   ALA12917

   6,8-dichloro-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: 244.12

Molecular Weight (Monoisotopic): 243.0218

AlogP: 3.26

#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: -0.04

CX Basic pKa: ┄

CX LogP: 0.45

CX LogD: 2.47

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.51

Np Likeness Score: 0.27

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