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

ID: ALA4277549

Chembl Id: CHEMBL4277549

PubChem CID: 145982458

Max Phase: Preclinical

Molecular Formula: C19H19N7O4S

Molecular Weight: 441.47

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@@H]1N[C@@H](c2cn(-c3ccc(S(=O)(=O)c4ccc(N=[N+]=[N-])cc4)cc3)nn2)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C19H19N7O4S/c1-11-18(27)19(28)17(21-11)16-10-26(25-23-16)13-4-8-15(9-5-13)31(29,30)14-6-2-12(3-7-14)22-24-20/h2-11,17-19,21,27-28H,1H3/t11-,17-,18+,19-/m0/s1

Standard InChI Key:  MQMQDFSSGPHIQP-KOYCAYGZSA-N

Alternative Forms

  1. Parent:

    ALA4277549

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Associated Targets(non-human)

GLB1 Beta-galactosidase (500 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Alpha-mannosidase (234 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Alpha-galactosidase (362 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 441.47Molecular Weight (Monoisotopic): 441.1219AlogP: 1.80#Rotatable Bonds: 5
Polar Surface Area: 166.10Molecular Species: NEUTRALHBA: 9HBD: 3
#RO5 Violations: HBA (Lipinski): 11HBD (Lipinski): 3#RO5 Violations (Lipinski): 1
CX Acidic pKa: 13.08CX Basic pKa: 7.26CX LogP: 1.89CX LogD: 1.54
Aromatic Rings: 3Heavy Atoms: 31QED Weighted: 0.31Np Likeness Score: -0.73

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