1-[4-(4-Hydroxy-3-methoxy-phenyl)-piperidin-1-yl]-ethanone

ID: ALA108680

PubChem CID: 619267

Max Phase: Preclinical

Molecular Formula: C14H19NO3

Molecular Weight: 249.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C2CCN(C(C)=O)CC2)ccc1O

Standard InChI:  InChI=1S/C14H19NO3/c1-10(16)15-7-5-11(6-8-15)12-3-4-13(17)14(9-12)18-2/h3-4,9,11,17H,5-8H2,1-2H3

Standard InChI Key:  VMANHDLOMVZIQZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -0.0833   -5.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833   -6.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833   -3.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417   -3.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417   -2.7167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4375   -5.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000   -5.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833   -2.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833   -4.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6083   -6.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5958   -3.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5958   -2.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4417   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9542   -2.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0833   -1.8167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4292   -6.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4792   -2.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  9  1  0
  4  3  2  0
  5  4  1  0
  6  1  1  0
  7  1  1  0
  8 12  1  0
  9 13  1  0
 10  2  2  0
 11  3  1  0
 12 11  2  0
 13  7  1  0
 14  6  1  0
 15  5  1  0
 16  8  1  0
 17  2  1  0
 18 15  1  0
  9 14  1  0
  8  5  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA108680

   Hexahydropyridine, 1-acetyl-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: 249.31

Molecular Weight (Monoisotopic): 249.1365

AlogP: 2.13

#Rotatable Bonds: 2

Polar Surface Area: 49.77

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.94

CX Basic pKa: ┄

CX LogP: 1.23

CX LogD: 1.23

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.87

Np Likeness Score: -0.11

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