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

ID: ALA108496

Cas Number: 90684-19-8

PubChem CID: 609605

Max Phase: Preclinical

Molecular Formula: C12H15NO2

Molecular Weight: 205.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2=CCNCC2)ccc1O

Standard InChI:  InChI=1S/C12H15NO2/c1-15-12-8-10(2-3-11(12)14)9-4-6-13-7-5-9/h2-4,8,13-14H,5-7H2,1H3

Standard InChI Key:  WWAKCFYJVOQDNY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
    0.0500   -1.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500   -1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -0.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500    0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417   -2.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -1.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -0.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0875    0.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417    0.7208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -2.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -1.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4708   -2.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6042   -0.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  3  1  0
  5  9  1  0
  6 14  1  0
  7  1  1  0
  8  2  2  0
  9  7  2  0
 10  4  1  0
 11  5  1  0
 12  8  1  0
 13  2  1  0
 14 13  1  0
 15 10  1  0
  5  4  2  0
 12  6  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA108496

   2-Methoxy-4-(1,2,3,6-tetrahydropyridin-4-yl)phenol

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: 205.26

Molecular Weight (Monoisotopic): 205.1103

AlogP: 1.78

#Rotatable Bonds: 2

Polar Surface Area: 41.49

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.12

CX Basic pKa: 9.42

CX LogP: 1.04

CX LogD: -0.64

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.77

Np Likeness Score: 0.93

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