Methyl 3-O-methyl-N-{[(4,6-dimethylpyrimidin-2-yl)benzenesulfonamide]-1H-1,2,3-triazol-4-yl}-beta-d-galactopyranoside

ID: ALA4211695

Chembl Id: CHEMBL4211695

PubChem CID: 145967416

Max Phase: Preclinical

Molecular Formula: C22H28N6O8S

Molecular Weight: 536.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](OCc2cn(-c3ccc(S(=O)(=O)Nc4nc(C)cc(C)n4)cc3)nn2)[C@H]1O

Standard InChI:  InChI=1S/C22H28N6O8S/c1-12-8-13(2)24-22(23-12)26-37(32,33)16-6-4-15(5-7-16)28-9-14(25-27-28)11-35-20-18(30)17(10-29)36-21(34-3)19(20)31/h4-9,17-21,29-31H,10-11H2,1-3H3,(H,23,24,26)/t17-,18+,19-,20+,21-/m1/s1

Standard InChI Key:  PVRTUYMEJWVGDV-VIYGXFRKSA-N

Alternative Forms

1. Parent:

   

   ALA4211695

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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: 536.57

Molecular Weight (Monoisotopic): 536.1689

AlogP: -0.55

#Rotatable Bonds: 9

Polar Surface Area: 191.04

Molecular Species: NEUTRAL

HBA: 13

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.95

CX Basic pKa: 0.15

CX LogP: -0.63

CX LogD: -1.09

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.27

Np Likeness Score: -0.56

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