2-(4-Phenethylpiperazin-1-yl)-1-(pyridine-3-yl)ethanol

ID: ALA3527165

PubChem CID: 24784658

Max Phase: Preclinical

Molecular Formula: C19H25N3O

Molecular Weight: 311.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC(CN1CCN(CCc2ccccc2)CC1)c1cccnc1

Standard InChI:  InChI=1S/C19H25N3O/c23-19(18-7-4-9-20-15-18)16-22-13-11-21(12-14-22)10-8-17-5-2-1-3-6-17/h1-7,9,15,19,23H,8,10-14,16H2

Standard InChI Key:  CTBNLHFXMNLQNE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   11.0105  -13.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4189  -12.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7771  -12.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1896  -13.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7771  -14.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9562  -14.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5479  -13.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9562  -12.9265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2397  -12.9265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6522  -12.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4690  -12.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8815  -12.9265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4690  -13.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6522  -13.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7024  -12.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1107  -12.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9316  -12.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3441  -11.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1650  -11.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5734  -12.2161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1650  -12.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3441  -12.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4189  -14.3472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  3  8  2  0
  1  4  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  9 14  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 12 15  1  0
  2  9  1  0
  1 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3527165

   2-[4-(2-Phenylethyl)piperazin-1-yl]-1-pyridin-3-ylethanol

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: 311.43

Molecular Weight (Monoisotopic): 311.1998

AlogP: 1.98

#Rotatable Bonds: 6

Polar Surface Area: 39.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.86

CX Basic pKa: 7.88

CX LogP: 1.93

CX LogD: 1.33

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.89

Np Likeness Score: -1.12

References

1. Acimovic J, Korosec T, Seliskar M, Bjorkhem I, Monostory K, Szabo P, Pascussi JM, Belic A, Urleb U, Kocjan D, Rozman D..  (2011)  Inhibition of human sterol Δ7-reductase and other postlanosterol enzymes by LK-980, a novel inhibitor of cholesterol synthesis.,  39  (1): [PMID:20952551] [10.1124/dmd.110.035840]

Source

Source(1):

• Scientific Literature