1-[4-(3,4-Dimethoxy-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-ethanone

ID: ALA108466

PubChem CID: 13359062

Max Phase: Preclinical

Molecular Formula: C15H19NO3

Molecular Weight: 261.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2=CCN(C(C)=O)CC2)cc1OC

Standard InChI:  InChI=1S/C15H19NO3/c1-11(17)16-8-6-12(7-9-16)13-4-5-14(18-2)15(10-13)19-3/h4-6,10H,7-9H2,1-3H3

Standard InChI Key:  HJDDWTFXAMBRDG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    0.0417   -2.8792    0.0000 N   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
    0.0417   -3.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500   -1.0792    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
    0.5667   -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
    0.5667   -2.5792    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
    0.0500    0.1208    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
    0.5625   -3.7792    0.0000 O   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
   -0.4708   -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
   -0.4750   -3.7792    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
    0.5625    1.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 11  1  0
  3  1  1  0
  4  2  1  0
  5  8  1  0
  6  4  2  0
  7  6  1  0
  8  1  1  0
  9  1  1  0
 10 14  1  0
 11  9  1  0
 12  3  2  0
 13  4  1  0
 14 13  2  0
 15  7  1  0
 16 10  1  0
 17  3  1  0
 18 15  1  0
 19 16  1  0
  2  5  2  0
 10  7  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA108466

   1-[4-(3,4-dimethoxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]ethanone

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: 261.32

Molecular Weight (Monoisotopic): 261.1365

AlogP: 2.34

#Rotatable Bonds: 3

Polar Surface Area: 38.77

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.26

CX LogD: 1.26

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.84

Np Likeness Score: -0.42

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