4-(4-(((2R,3S,4S,5R,6R)-3,5-dihydroxy-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-4-yloxy)methyl)-1H-1,2,3-triazol-1-yl)-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide

ID: ALA4216668

Chembl Id: CHEMBL4216668

PubChem CID: 145974460

Max Phase: Preclinical

Molecular Formula: C22H28N6O10S

Molecular Weight: 568.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(NS(=O)(=O)c2ccc(-n3cc(CO[C@H]4[C@@H](O)[C@@H](CO)O[C@@H](OC)[C@@H]4O)nn3)cc2)nc(OC)n1

Standard InChI:  InChI=1S/C22H28N6O10S/c1-34-17-8-16(23-22(24-17)36-3)26-39(32,33)14-6-4-13(5-7-14)28-9-12(25-27-28)11-37-20-18(30)15(10-29)38-21(35-2)19(20)31/h4-9,15,18-21,29-31H,10-11H2,1-3H3,(H,23,24,26)/t15-,18+,19-,20+,21-/m1/s1

Standard InChI Key:  PHOBCMQYTHOLNE-VHQPJYBDSA-N

Alternative Forms

1. Parent:

   

   ALA4216668

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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: 568.57

Molecular Weight (Monoisotopic): 568.1588

AlogP: -1.15

#Rotatable Bonds: 11

Polar Surface Area: 209.50

Molecular Species: NEUTRAL

HBA: 15

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.63

CX Basic pKa: 1.02

CX LogP: -0.02

CX LogD: -0.63

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.22

Np Likeness Score: -0.59

References

1. Marchiori MF, Riul TB, Oliveira Bortot L, Andrade P, Junqueira GG, Foca G, Doti N, Ruvo M, Dias-Baruffi M, Carvalho I, Campo VL..  (2017)  Binding of triazole-linked galactosyl arylsulfonamides to galectin-3 affects Trypanosoma cruzi cell invasion.,  25  (21): [PMID:29032929] [10.1016/j.bmc.2017.09.042]

Source

Source(1):

• Scientific Literature