(R)-1-(2-(diphenylmethyleneaminooxy)ethyl)piperidine-3-carboxylic acid

ID: ALA1191532

Chembl Id: CHEMBL1191532

Max Phase: Preclinical

Molecular Formula: C21H24N2O3

Molecular Weight: 352.43

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C21H24N2O3/c24-21(25)19-12-7-13-23(16-19)14-15-26-22-20(17-8-3-1-4-9-17)18-10-5-2-6-11-18/h1-6,8-11,19H,7,12-16H2,(H,24,25)/t19-/m1/s1

Standard InChI Key:  PIZTUXYVFZXAFQ-LJQANCHMSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA1191532

   1-(2-Benzhydrylideneaminooxy-ethyl)-piperidine-3-carboxylic acid; hydrochloride

2. Parent:

   

   ALA1191532

   ---

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: 352.43

Molecular Weight (Monoisotopic): 352.1787

AlogP: 3.25

#Rotatable Bonds: 7

Polar Surface Area: 62.13

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.33

CX Basic pKa: 8.15

CX LogP: 1.34

CX LogD: 1.29

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.47

Np Likeness Score: -0.60

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