2-Methoxy-4-(1-methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-phenol

ID: ALA322323

PubChem CID: 613018

Max Phase: Preclinical

Molecular Formula: C13H17NO2

Molecular Weight: 219.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2=CCN(C)CC2)ccc1O

Standard InChI:  InChI=1S/C13H17NO2/c1-14-7-5-10(6-8-14)11-3-4-12(15)13(9-11)16-2/h3-5,9,15H,6-8H2,1-2H3

Standard InChI Key:  RSPLMRXJVVLAQG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -1.1375   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1375   -1.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1458   -3.3167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208   -0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1375   -0.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6583   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6583   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208   -3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6583   -0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6583   -3.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1000   -0.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1458    0.2833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1458   -3.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1083    0.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4 12  1  0
  5  2  2  0
  6  5  1  0
  7 11  1  0
  8  1  1  0
  9  2  1  0
 10  3  1  0
 11  9  2  0
 12  8  1  0
 13  6  1  0
 14  7  1  0
 15  4  1  0
 16 13  1  0
 10  4  1  0
  7  6  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA322323

   Pyridine, 1,2,3,6-tetrahydro-1-methyl-4-[4-hydroxy-5-methoxyphenyl]-

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: 219.28

Molecular Weight (Monoisotopic): 219.1259

AlogP: 2.12

#Rotatable Bonds: 2

Polar Surface Area: 32.70

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.95

CX Basic pKa: 8.34

CX LogP: 1.75

CX LogD: 0.89

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.83

Np Likeness Score: 0.55

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