1-[3-(2-Hydroxy-3-piperidin-1-yl-propoxy)-phenyl]-ethanone

ID: ALA357004

Cas Number: 63990-51-2

PubChem CID: 46163

Max Phase: Preclinical

Molecular Formula: C16H23NO3

Molecular Weight: 277.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1cccc(OCC(O)CN2CCCCC2)c1

Standard InChI:  InChI=1S/C16H23NO3/c1-13(18)14-6-5-7-16(10-14)20-12-15(19)11-17-8-3-2-4-9-17/h5-7,10,15,19H,2-4,8-9,11-12H2,1H3

Standard InChI Key:  FPWIQSIIEYYWPP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    7.3125   -0.5667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -2.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -3.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7417   -1.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7417   -3.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6000   -0.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4542   -0.5792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8792   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7417   -0.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1667   -0.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8792    0.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0250   -0.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3042    0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3125   -1.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3125   -1.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3125   -3.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0250   -0.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7375   -0.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0250    0.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7375    0.2583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  2  0
  3  2  1  0
  4  9  1  0
  5  3  2  0
  6  1  1  0
  7 10  1  0
  8  6  1  0
  9  7  1  0
 10  8  1  0
 11  8  1  0
 12  1  1  0
 13  1  1  0
 14 15  2  0
 15 17  1  0
 16  3  1  0
 17  9  2  0
 18 12  1  0
 19 13  1  0
 20 19  1  0
 20 18  1  0
 14  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA357004

   3'-((2-Hydroxy-3-piperidino)propoxy)acetophenone

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: 277.36

Molecular Weight (Monoisotopic): 277.1678

AlogP: 2.11

#Rotatable Bonds: 6

Polar Surface Area: 49.77

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.04

CX LogP: 1.61

CX LogD: 0.88

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.81

Np Likeness Score: -1.12

References

1. Fleischer R, Wiese M..  (2003)  Three-dimensional quantitative structure-activity relationship analysis of propafenone-type multidrug resistance modulators: influence of variable selection on test set predictivity.,  46  (23): [PMID:14584949] [10.1021/jm030876r]

2. Kaiser D, Terfloth L, Kopp S, Schulz J, de Laet R, Chiba P, Ecker GF, Gasteiger J..  (2007)  Self-organizing maps for identification of new inhibitors of P-glycoprotein.,  50  (7): [PMID:17352460] [10.1021/jm060604z]

Source

Source(1):

• Scientific Literature