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

ID: ALA310236

Chembl Id: CHEMBL310236

PubChem CID: 10412575

Max Phase: Preclinical

Molecular Formula: C30H35NO4

Molecular Weight: 473.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(OCCN2CCCC(C(=O)O)C2)(c2ccc(C)cc2)c2ccc(C)cc2)cc1

Standard InChI:  InChI=1S/C30H35NO4/c1-22-6-10-25(11-7-22)30(26-12-8-23(2)9-13-26,27-14-16-28(34-3)17-15-27)35-20-19-31-18-4-5-24(21-31)29(32)33/h6-17,24H,4-5,18-21H2,1-3H3,(H,32,33)

Standard InChI Key:  WEZHDKFNVQTVJF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA310236

   1-{2-[(4-Methoxy-phenyl)-di-p-tolyl-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: 473.61

Molecular Weight (Monoisotopic): 473.2566

AlogP: 5.42

#Rotatable Bonds: 9

Polar Surface Area: 59.00

Molecular Species: ZWITTERION

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.15

CX Basic pKa: 9.08

CX LogP: 3.67

CX LogD: 3.66

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.42

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