2-{4-[3-(4-Fluoro-phenyl)-6-trifluoromethyl-indan-1-yl]-piperazin-1-yl}-ethanol

ID: ALA12628

Chembl Id: CHEMBL12628

PubChem CID: 4913274

Max Phase: Preclinical

Molecular Formula: C22H24F4N2O

Molecular Weight: 408.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCCN1CCN(C2CC(c3ccc(F)cc3)c3ccc(C(F)(F)F)cc32)CC1

Standard InChI:  InChI=1S/C22H24F4N2O/c23-17-4-1-15(2-5-17)19-14-21(28-9-7-27(8-10-28)11-12-29)20-13-16(22(24,25)26)3-6-18(19)20/h1-6,13,19,21,29H,7-12,14H2

Standard InChI Key:  JSBWGXQXCRYYTG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA12628

   2-{4-[3-(4-Fluoro-phenyl)-6-trifluoromethyl-indan-1-yl]-piperazin-1-yl}-ethanol

2. Alternative Forms:

   

   ALA12628

   2-[4-[3-(4-fluorophenyl)-6-(trifluoromethyl)-2,3-dihydro-1H-inden-1-yl]piperazin-1-yl]ethanol;dihydrochloride

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: 408.44

Molecular Weight (Monoisotopic): 408.1825

AlogP: 4.03

#Rotatable Bonds: 4

Polar Surface Area: 26.71

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.50

CX LogP: 4.06

CX LogD: 3.71

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.77

Np Likeness Score: -0.55

References

1. Bøgesø KP, Arnt J, Frederiksen K, Hansen HO, Hyttel J, Pedersen H..  (1995)  Enhanced D1 affinity in a series of piperazine ring substituted 1-piperazino-3-arylindans with potential atypical antipsychotic activity.,  38  (22): [PMID:7473566] [10.1021/jm00022a004]

2. Bøgesø KP..  (1983)  Neuroleptic activity and dopamine-uptake inhibition in 1-piperazino-3-phenylindans.,  26  (7): [PMID:6134833] [10.1021/jm00361a002]

Source

Source(1):

• Scientific Literature