(2S,3S,4R,5S)-2-(1-Phenyl-1H-1,2,3-triazol-4-yl)-5-methylpyrrolidine-3,4-diol

ID: ALA4280965

Chembl Id: CHEMBL4280965

PubChem CID: 75277394

Max Phase: Preclinical

Molecular Formula: C13H16N4O2

Molecular Weight: 260.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1N[C@@H](c2cn(-c3ccccc3)nn2)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C13H16N4O2/c1-8-12(18)13(19)11(14-8)10-7-17(16-15-10)9-5-3-2-4-6-9/h2-8,11-14,18-19H,1H3/t8-,11-,12+,13-/m0/s1

Standard InChI Key:  HPPFSIKUULBMIZ-KNDHEWATSA-N

Alternative Forms

1. Parent:

   

   ALA4280965

   (2s,3r,4s,5s)-2-Methyl-5-(1-Phenyl-1h-1,2,3-Triazol-4-Yl)pyrrolidine-3,4-Diol

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: 260.30

Molecular Weight (Monoisotopic): 260.1273

AlogP: 0.02

#Rotatable Bonds: 2

Polar Surface Area: 83.20

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.08

CX Basic pKa: 7.46

CX LogP: 0.51

CX LogD: 0.18

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: -0.51

References

1. Carmona AT, Carrión-Jiménez S, Pingitore V, Moreno-Clavijo E, Robina I, Moreno-Vargas AJ..  (2018)  Harnessing pyrrolidine iminosugars into dimeric structures for the rapid discovery of divalent glycosidase inhibitors.,  151  [PMID:29674295] [10.1016/j.ejmech.2018.04.008]

Source

Source(1):

• Scientific Literature