4-(3,4-Dihydroxy-phenyl)-1-methyl-pyridinium bromide

ID: ALA109090

PubChem CID: 13417359

Max Phase: Preclinical

Molecular Formula: C12H12BrNO2

Molecular Weight: 202.23

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[n+]1ccc(-c2ccc(O)c(O)c2)cc1.[Br-]

Standard InChI:  InChI=1S/C12H11NO2.BrH/c1-13-6-4-9(5-7-13)10-2-3-11(14)12(15)8-10;/h2-8,15H,1H3;1H

Standard InChI Key:  HNXYGSAIPVHBOW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    2.2042   -0.5000    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.0958   -1.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875    0.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292    0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292    0.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875   -0.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0875    1.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083    0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292   -1.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083   -1.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083    0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9500    1.2458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0958   -2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0958    1.8458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  6  1  0
  4  3  2  0
  5  4  1  0
  6 13  1  0
  7 11  1  0
  8  3  1  0
  9  2  2  0
 10  2  1  0
 11  8  2  0
 12  9  1  0
 13 10  2  0
 14  5  1  0
 15  2  1  0
 16  7  1  0
 12  6  2  0
  5  7  2  0
M  CHG  2   1  -1   2   1
M  END

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: 202.23

Molecular Weight (Monoisotopic): 202.0863

AlogP: 1.59

#Rotatable Bonds: 1

Polar Surface Area: 44.34

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.17

CX Basic pKa: ┄

CX LogP: -2.15

CX LogD: -2.15

Aromatic Rings: 2

Heavy Atoms: 15

QED Weighted: 0.54

Np Likeness Score: 0.56

References

1. Gessner W, Brossi A, Shen R, Abell CW..  (1985)  Synthesis and dihydropteridine reductase inhibitory effects of potential metabolites of the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine.,  28  (3): [PMID:3871859] [10.1021/jm00381a009]

Source

Source(1):

• Scientific Literature