(2,3-Dihydroxy-benzyl)-trimethyl-ammonium bromide

ID: ALA138634

PubChem CID: 44358734

Max Phase: Preclinical

Molecular Formula: C10H16BrNO2

Molecular Weight: 182.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+](C)(C)Cc1cccc(O)c1O.[Br-]

Standard InChI:  InChI=1S/C10H15NO2.BrH/c1-11(2,3)7-8-5-4-6-9(12)10(8)13;/h4-6H,7H2,1-3H3,(H-,12,13);1H

Standard InChI Key:  YQJKPVAHACMLMB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 14 13  0  0  0  0  0  0  0  0999 V2000
    2.2750    1.7500    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -0.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5917   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5917    0.7958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5917   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1167   -0.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1167   -1.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042    0.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2875    1.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042    1.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0750   -1.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0
  4  5  1  0
  5  2  1  0
  6  3  1  0
  7  3  1  0
  8  6  1  0
  9  2  1  0
 10  4  1  0
 11  4  1  0
 12  9  2  0
 13  4  1  0
 14 12  1  0
  6 14  2  0
M  CHG  2   1  -1   4   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: 182.24

Molecular Weight (Monoisotopic): 182.1176

AlogP: 1.30

#Rotatable Bonds: 2

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.84

CX Basic pKa: ┄

CX LogP: -2.85

CX LogD: -2.08

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.53

Np Likeness Score: 0.75

References

1. Gu Y, Lee H, Hudson RA..  (1994)  Bis-catechol-substituted redox-reactive analogues of hexamethonium and decamethonium: stimulated affinity-dependent reactivity through iron peroxide catalysis.,  37  (25): [PMID:7996555] [10.1021/jm00051a021]

Source

Source(1):

• Scientific Literature