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

ID: ALA77111

Chembl Id: CHEMBL77111

PubChem CID: 10252950

Max Phase: Preclinical

Molecular Formula: C28H31NO4

Molecular Weight: 445.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(OCCN2CCCC(C(=O)O)C2)(c2ccccc2)c2ccccc2)cc1

Standard InChI:  InChI=1S/C28H31NO4/c1-32-26-16-14-25(15-17-26)28(23-10-4-2-5-11-23,24-12-6-3-7-13-24)33-20-19-29-18-8-9-22(21-29)27(30)31/h2-7,10-17,22H,8-9,18-21H2,1H3,(H,30,31)

Standard InChI Key:  ULTKVXVEPZOEGM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA77111

   1-{2-[(4-Methoxy-phenyl)-diphenyl-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: 445.56

Molecular Weight (Monoisotopic): 445.2253

AlogP: 4.80

#Rotatable Bonds: 9

Polar Surface Area: 59.00

Molecular Species: ZWITTERION

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.12

CX Basic pKa: 9.05

CX LogP: 2.64

CX LogD: 2.63

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.48

Np Likeness Score: -0.59

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