3'-Deoxy-3'-[4-(2-fluorophenyl)-1H-1,2,3-triazol-1-yl]-beta-D-galactopyranosyl-1-thio-beta-D-glucopyranoside

ID: ALA4075335

PubChem CID: 137651606

Max Phase: Preclinical

Molecular Formula: C20H26FN3O9S2

Molecular Weight: 535.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@H]1O[C@@H](SS[C@@H]2O[C@H](CO)[C@H](O)[C@H](n3cc(-c4ccccc4F)nn3)[C@H]2O)[C@H](O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C20H26FN3O9S2/c21-9-4-2-1-3-8(9)10-5-24(23-22-10)13-14(27)11(6-25)32-19(16(13)29)34-35-20-18(31)17(30)15(28)12(7-26)33-20/h1-5,11-20,25-31H,6-7H2/t11-,12-,13+,14+,15+,16-,17+,18-,19+,20+/m1/s1

Standard InChI Key:  BMNUPMIMBQHJNT-UYIOFKAJSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4075335

   ---

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: 535.57

Molecular Weight (Monoisotopic): 535.1094

AlogP: -1.75

#Rotatable Bonds: 7

Polar Surface Area: 190.78

Molecular Species: NEUTRAL

HBA: 14

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.28

CX Basic pKa: ┄

CX LogP: -1.07

CX LogD: -1.07

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.20

Np Likeness Score: -0.18

References

1. Peterson K, Kumar R, Stenström O, Verma P, Verma PR, Håkansson M, Kahl-Knutsson B, Zetterberg F, Leffler H, Akke M, Logan DT, Nilsson UJ..  (2018)  Systematic Tuning of Fluoro-galectin-3 Interactions Provides Thiodigalactoside Derivatives with Single-Digit nM Affinity and High Selectivity.,  61  (3): [PMID:29284090] [10.1021/acs.jmedchem.7b01626]

Source

Source(1):

• Scientific Literature