(2S,2'S,3R,3'R,4S,4'S,5S,5'S)-5,5'-(1,1'-(hexane-1,6-diyl)bis(1H-1,2,3-triazole-4,1-diyl))bis(2-methylpyrrolidine-3,4-diol)

ID: ALA4292669

Chembl Id: CHEMBL4292669

PubChem CID: 145988327

Max Phase: Preclinical

Molecular Formula: C20H34N8O4

Molecular Weight: 450.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1N[C@@H](c2cn(CCCCCCn3cc([C@@H]4N[C@@H](C)[C@@H](O)[C@H]4O)nn3)nn2)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C20H34N8O4/c1-11-17(29)19(31)15(21-11)13-9-27(25-23-13)7-5-3-4-6-8-28-10-14(24-26-28)16-20(32)18(30)12(2)22-16/h9-12,15-22,29-32H,3-8H2,1-2H3/t11-,12-,15-,16-,17+,18+,19-,20-/m0/s1

Standard InChI Key:  FDCSXPVFPKJYBJ-TVTYFRLBSA-N

Alternative Forms

1. Parent:

   

   ALA4292669

   ---

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: 450.54

Molecular Weight (Monoisotopic): 450.2703

AlogP: -1.36

#Rotatable Bonds: 9

Polar Surface Area: 166.40

Molecular Species: NEUTRAL

HBA: 12

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.78

CX Basic pKa: 7.80

CX LogP: -0.99

CX LogD: -1.70

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.25

Np Likeness Score: -0.11

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