(2S,2'S,3R,3'R,4S,4'S,5S,5'S)-5,5'-(1,1'-(4,4'-sulfonylbis(4,1-phenylene))bis(1H-1,2,3-triazole-4,1-diyl))bis(2-methylpyrrolidine-3,4-diol)

ID: ALA4290108

Chembl Id: CHEMBL4290108

PubChem CID: 145986856

Max Phase: Preclinical

Molecular Formula: C26H30N8O6S

Molecular Weight: 582.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1N[C@@H](c2cn(-c3ccc(S(=O)(=O)c4ccc(-n5cc([C@@H]6N[C@@H](C)[C@@H](O)[C@H]6O)nn5)cc4)cc3)nn2)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C26H30N8O6S/c1-13-23(35)25(37)21(27-13)19-11-33(31-29-19)15-3-7-17(8-4-15)41(39,40)18-9-5-16(6-10-18)34-12-20(30-32-34)22-26(38)24(36)14(2)28-22/h3-14,21-28,35-38H,1-2H3/t13-,14-,21-,22-,23+,24+,25-,26-/m0/s1

Standard InChI Key:  QZZWOWVYBCKATL-JZENYRDPSA-N

Alternative Forms

1. Parent:

   

   ALA4290108

   ---

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: 582.64

Molecular Weight (Monoisotopic): 582.2009

AlogP: -0.81

#Rotatable Bonds: 6

Polar Surface Area: 200.54

Molecular Species: NEUTRAL

HBA: 14

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.78

CX Basic pKa: 7.56

CX LogP: 0.01

CX LogD: -0.46

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.17

Np Likeness Score: -0.49

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