8-Fluoro-5-methoxy-3,3-dimethyl-3,4-dihydro-isoquinoline 2-oxide

ID: ALA430100

PubChem CID: 44268474

Max Phase: Preclinical

Molecular Formula: C12H14FNO2

Molecular Weight: 223.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(F)c2c1CC(C)(C)[N+]([O-])=C2

Standard InChI:  InChI=1S/C12H14FNO2/c1-12(2)6-8-9(7-14(12)15)10(13)4-5-11(8)16-3/h4-5,7H,6H2,1-3H3

Standard InChI Key:  QXPWYDUWJNOBMK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  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
    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   -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
    0.9917   -3.7875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.9875   -0.4792    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
    1.7042   -0.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  1  2  0
  4  6  1  0
  5  1  1  0
  6  5  1  0
  7  1  1  0
  8  2  2  0
  9  4  2  0
 10  8  1  0
 11  9  1  0
 12  8  1  0
 13  9  1  0
 14  5  1  0
 15  5  1  0
 16 13  1  0
  4  2  1  0
 10 11  2  0
M  CHG  2   1   1   7  -1
M  END

Alternative Forms

1. Parent:

   

   ALA430100

   8-fluoro-5-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: 223.25

Molecular Weight (Monoisotopic): 223.1009

AlogP: 2.10

#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: -0.25

CX Basic pKa: ┄

CX LogP: -0.77

CX LogD: 1.25

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.54

Np Likeness Score: 0.14

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