(R)-1-(2-(1,2-bis(2-fluorophenyl)ethylideneaminooxy)ethyl)piperidine-3-carboxylic acid

ID: ALA2315957

Chembl Id: CHEMBL2315957

PubChem CID: 71719808

Max Phase: Preclinical

Molecular Formula: C22H24F2N2O3

Molecular Weight: 402.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)[C@@H]1CCCN(CCO/N=C(\Cc2ccccc2F)c2ccccc2F)C1

Standard InChI:  InChI=1S/C22H24F2N2O3/c23-19-9-3-1-6-16(19)14-21(18-8-2-4-10-20(18)24)25-29-13-12-26-11-5-7-17(15-26)22(27)28/h1-4,6,8-10,17H,5,7,11-15H2,(H,27,28)/b25-21+/t17-/m1/s1

Standard InChI Key:  RGZZLDNRXMBACV-SZTNPAGBSA-N

Alternative Forms

1. Parent:

   

   ALA2315957

   (3R)-1-[2-[(E)-1,2-bis(2-fluorophenyl)ethylideneamino]oxyethyl]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: 402.44

Molecular Weight (Monoisotopic): 402.1755

AlogP: 3.72

#Rotatable Bonds: 8

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: 3.16

CX Basic pKa: 8.10

CX LogP: 1.56

CX LogD: 1.50

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.42

Np Likeness Score: -1.12

References

1. Sindelar M, Lutz TA, Petrera M, Wanner KT..  (2013)  Focused pseudostatic hydrazone libraries screened by mass spectrometry binding assay: optimizing affinities toward γ-aminobutyric acid transporter 1.,  56  (3): [PMID:23336362] [10.1021/jm301800j]

2. Kern F, Wanner KT..  (2019)  Screening oxime libraries by means of mass spectrometry (MS) binding assays: Identification of new highly potent inhibitors to optimized inhibitors γ-aminobutyric acid transporter 1.,  27  (7): [PMID:30777661] [10.1016/j.bmc.2019.02.015]

Source

Source(1):

• Scientific Literature