1-{2-[Tris-(4-fluoro-phenyl)-methoxy]-ethyl}-piperidine-3-carboxylic acid

ID: ALA77423

Chembl Id: CHEMBL77423

PubChem CID: 10050339

Max Phase: Preclinical

Molecular Formula: C27H26F3NO3

Molecular Weight: 469.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)C1CCCN(CCOC(c2ccc(F)cc2)(c2ccc(F)cc2)c2ccc(F)cc2)C1

Standard InChI:  InChI=1S/C27H26F3NO3/c28-23-9-3-20(4-10-23)27(21-5-11-24(29)12-6-21,22-7-13-25(30)14-8-22)34-17-16-31-15-1-2-19(18-31)26(32)33/h3-14,19H,1-2,15-18H2,(H,32,33)

Standard InChI Key:  GTKDQZXNADEHML-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA77423

   1-{2-[Tris-(4-fluoro-phenyl)-methoxy]-ethyl}-piperidine-3-carboxylic acid

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: 469.50

Molecular Weight (Monoisotopic): 469.1865

AlogP: 5.21

#Rotatable Bonds: 8

Polar Surface Area: 49.77

Molecular Species: ZWITTERION

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.03

CX Basic pKa: 8.97

CX LogP: 3.23

CX LogD: 3.22

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -0.71

References

1. Dhar TG, Borden LA, Tyagarajan S, Smith KE, Branchek TA, Weinshank RL, Gluchowski C..  (1994)  Design, synthesis and evaluation of substituted triarylnipecotic acid derivatives as GABA uptake inhibitors: identification of a ligand with moderate affinity and selectivity for the cloned human GABA transporter GAT-3.,  37  (15): [PMID:8057281] [10.1021/jm00041a012]

Source

Source(1):

• Scientific Literature