(R)-1-(6,6-diphenylhexyl)piperidine-3-carboxylic acid

ID: ALA1192843

Chembl Id: CHEMBL1192843

Max Phase: Preclinical

Molecular Formula: C24H31NO2

Molecular Weight: 365.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)[C@@H]1CCCN(CCCCCC(c2ccccc2)c2ccccc2)C1

Standard InChI:  InChI=1S/C24H31NO2/c26-24(27)22-15-10-18-25(19-22)17-9-3-8-16-23(20-11-4-1-5-12-20)21-13-6-2-7-14-21/h1-2,4-7,11-14,22-23H,3,8-10,15-19H2,(H,26,27)/t22-/m1/s1

Standard InChI Key:  LGDYFOYHSZGDEU-JOCHJYFZSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA1192843

   (R)-1-(6,6-Diphenyl-hexyl)-piperidine-3-carboxylic acid; hydrochloride

2. Parent:

   

   ALA1192843

   ---

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: 365.52

Molecular Weight (Monoisotopic): 365.2355

AlogP: 5.18

#Rotatable Bonds: 9

Polar Surface Area: 40.54

Molecular Species: ZWITTERION

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.86

CX Basic pKa: 10.12

CX LogP: 2.90

CX LogD: 2.90

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.62

Np Likeness Score: -0.44

References

1. Jurik A, Zdrazil B, Holy M, Stockner T, Sitte HH, Ecker GF..  (2015)  A binding mode hypothesis of tiagabine confirms liothyronine effect on γ-aminobutyric acid transporter 1 (GAT1).,  58  (5): [PMID:25679268] [10.1021/jm5015428]

Source

Source(1):

• Scientific Literature