5-Fluoro-2-{2-[4-(4-fluoro-benzoyl)-piperidin-1-yl]-ethyl}-indan-1-one

ID: ALA87458

Chembl Id: CHEMBL87458

PubChem CID: 9951964

Max Phase: Preclinical

Molecular Formula: C23H23F2NO2

Molecular Weight: 383.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(F)cc1)C1CCN(CCC2Cc3cc(F)ccc3C2=O)CC1

Standard InChI:  InChI=1S/C23H23F2NO2/c24-19-3-1-15(2-4-19)22(27)16-7-10-26(11-8-16)12-9-17-13-18-14-20(25)5-6-21(18)23(17)28/h1-6,14,16-17H,7-13H2

Standard InChI Key:  OWXLOVODAGXFLI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA87458

   5-Fluoro-2-[2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl]-2,3-dihydroinden-1-one

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: 383.44

Molecular Weight (Monoisotopic): 383.1697

AlogP: 4.30

#Rotatable Bonds: 5

Polar Surface Area: 37.38

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.89

CX LogP: 4.21

CX LogD: 3.60

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.72

Np Likeness Score: -0.74

References

1. Fontenla JA, Osuna J, Rosa E, Castro ME, G-Ferreiro T, Loza-García I, Calleja JM, Sanz F, Rodríguez J, Raviña E..  (1994)  Synthesis and atypical antipsychotic profile of some 2-(2-piperidinoethyl)benzocycloalkanones as analogues of butyrophenone.,  37  (16): [PMID:7914540] [10.1021/jm00042a009]

2. Brea J, Rodrigo J, Carrieri A, Sanz F, Cadavid MI, Enguix MJ, Villazón M, Mengod G, Caro Y, Masaguer CF, Raviña E, Centeno NB, Carotti A, Loza MI..  (2002)  New serotonin 5-HT(2A), 5-HT(2B), and 5-HT(2C) receptor antagonists: synthesis, pharmacology, 3D-QSAR, and molecular modeling of (aminoalkyl)benzo and heterocycloalkanones.,  45  (1): [PMID:11754579] [10.1021/jm011014y]

Source

Source(1):

• Scientific Literature