1-(2-Trityloxy-ethyl)-piperidine-3-carboxylic acid

ID: ALA76966

Chembl Id: CHEMBL76966

PubChem CID: 10251287

Max Phase: Preclinical

Molecular Formula: C27H29NO3

Molecular Weight: 415.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)C1CCCN(CCOC(c2ccccc2)(c2ccccc2)c2ccccc2)C1

Standard InChI:  InChI=1S/C27H29NO3/c29-26(30)22-11-10-18-28(21-22)19-20-31-27(23-12-4-1-5-13-23,24-14-6-2-7-15-24)25-16-8-3-9-17-25/h1-9,12-17,22H,10-11,18-21H2,(H,29,30)

Standard InChI Key:  RKUFRRGGPZSUFJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA76966

   1-(2-Trityloxy-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: 415.53

Molecular Weight (Monoisotopic): 415.2147

AlogP: 4.79

#Rotatable Bonds: 8

Polar Surface Area: 49.77

Molecular Species: ZWITTERION

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.13

CX Basic pKa: 9.05

CX LogP: 2.80

CX LogD: 2.79

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.54

Np Likeness Score: -0.54

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]

2. Pavia MR, Lobbestael SJ, Nugiel D, Mayhugh DR, Gregor VE, Taylor CP, Schwarz RD, Brahce L, Vartanian MG..  (1992)  Structure-activity studies on benzhydrol-containing nipecotic acid and guvacine derivatives as potent, orally-active inhibitors of GABA uptake.,  35  (22): [PMID:1433224] [10.1021/jm00100a032]

Source

Source(1):

• Scientific Literature