(2R,3R,4R)-2-(4-tolyl)pyrrolidine-3,4-diol hydrochloride

ID: ALA5192355

Chembl Id: CHEMBL5192355

PubChem CID: 168284577

Max Phase: Preclinical

Molecular Formula: C11H16ClNO2

Molecular Weight: 193.25

Names and Identifiers

Canonical SMILES:  Cc1ccc([C@H]2NC[C@@H](O)[C@@H]2O)cc1.Cl

Standard InChI:  InChI=1S/C11H15NO2.ClH/c1-7-2-4-8(5-3-7)10-11(14)9(13)6-12-10;/h2-5,9-14H,6H2,1H3;1H/t9-,10-,11+;/m1./s1

Standard InChI Key:  MTUFELKCICVYEW-NQHCQCOHSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 193.25

Molecular Weight (Monoisotopic): 193.1103

AlogP: 0.36

#Rotatable Bonds: 1

Polar Surface Area: 52.49

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.31

CX Basic pKa: 9.04

CX LogP: 0.67

CX LogD: -0.97

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.60

Np Likeness Score: 0.65

References

1. Wang JZ, Shimadate Y, Kise M, Kato A, Jia YM, Li YX, Fleet GWJ, Yu CY..  (2022)  trans, trans-2-C-Aryl-3,4-dihydroxypyrrolidines as potent and selective β-glucosidase inhibitors: Pharmacological chaperones for Gaucher disease.,  238  [PMID:35675756] [10.1016/j.ejmech.2022.114499]

Source

Source(1):

• Scientific Literature