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

ID: ALA110621

PubChem CID: 618934

Max Phase: Preclinical

Molecular Formula: C14H17NO3

Molecular Weight: 247.29

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H17NO3/c1-10(16)15-7-5-11(6-8-15)12-3-4-13(17)14(9-12)18-2/h3-5,9,17H,6-8H2,1-2H3

Standard InChI Key:  JXZNMXKUSHMRCH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -0.9583   -3.0292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9500   -1.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583   -3.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9500   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333   -2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333   -0.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4333   -2.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4708   -2.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9500   -0.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4708   -2.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4375   -3.9375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4708   -0.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4708   -0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0875   -0.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583    0.5708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4750   -3.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6042   -0.3250    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
  2  5  2  0
 10  7  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA110621

   1,2,3,6-Tetrahydropyridine, 1-acetyl-4-[4-hydroxy-3-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: 247.29

Molecular Weight (Monoisotopic): 247.1208

AlogP: 2.04

#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: 1.12

CX LogD: 1.11

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.87

Np Likeness Score: -0.02

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