1-[4-(3,4-Dihydroxy-phenyl)-piperidin-1-yl]-ethanone

ID: ALA108679

PubChem CID: 537268

Max Phase: Preclinical

Molecular Formula: C13H17NO3

Molecular Weight: 235.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N1CCC(c2ccc(O)c(O)c2)CC1

Standard InChI:  InChI=1S/C13H17NO3/c1-9(15)14-6-4-10(5-7-14)11-2-3-12(16)13(17)8-11/h2-3,8,10,16-17H,4-7H2,1H3

Standard InChI Key:  ZQEWSZZZNVGEOQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    0.0750   -3.0750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0750   -3.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792   -1.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -0.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -0.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5917   -2.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -2.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792   -0.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0792   -1.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -3.9750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4375   -0.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4375   -0.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4458   -2.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -2.1750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1167   -0.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0750    0.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5917   -3.9792    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
 14  9  1  0
  5  8  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA108679

   Piperidine, 1-acetyl-4-[4,5-dihydroxyphenyl]-

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: 235.28

Molecular Weight (Monoisotopic): 235.1208

AlogP: 1.82

#Rotatable Bonds: 1

Polar Surface Area: 60.77

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.28

CX Basic pKa: ┄

CX LogP: 1.08

CX LogD: 1.08

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.73

Np Likeness Score: -0.04

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