Methyl 3-O-methyl-N-{[(5-methylisoxazol-3-yl)benzenesulfonamide]-1H-1,2,3-triazol-4-yl}-beta-d-galactopyranoside

ID: ALA4212225

Chembl Id: CHEMBL4212225

PubChem CID: 145967201

Max Phase: Preclinical

Molecular Formula: C20H25N5O9S

Molecular Weight: 511.51

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)Nc4cc(C)on4)cc3)nn2)[C@H]1O

Standard InChI:  InChI=1S/C20H25N5O9S/c1-11-7-16(22-34-11)23-35(29,30)14-5-3-13(4-6-14)25-8-12(21-24-25)10-32-19-17(27)15(9-26)33-20(31-2)18(19)28/h3-8,15,17-20,26-28H,9-10H2,1-2H3,(H,22,23)/t15-,17+,18-,19+,20-/m1/s1

Standard InChI Key:  RJWNSTFHZRPHGU-MTEHYEEQSA-N

Alternative Forms

1. Parent:

   

   ALA4212225

   ---

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: 511.51

Molecular Weight (Monoisotopic): 511.1373

AlogP: -0.66

#Rotatable Bonds: 9

Polar Surface Area: 191.29

Molecular Species: ACID

HBA: 13

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.03

CX Basic pKa: 0.38

CX LogP: -0.49

CX LogD: -1.31

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.28

Np Likeness Score: -0.78

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