Methyl 3-O-methyl-N-{[(phenyl)sulfonyl]acetamide]-1H-1,2,3-triazol-4-yl}-beta-d-galactopyranoside

ID: ALA4207339

Chembl Id: CHEMBL4207339

PubChem CID: 145975452

Max Phase: Preclinical

Molecular Formula: C18H24N4O9S

Molecular Weight: 472.48

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)NC(C)=O)cc3)nn2)[C@H]1O

Standard InChI:  InChI=1S/C18H24N4O9S/c1-10(24)20-32(27,28)13-5-3-12(4-6-13)22-7-11(19-21-22)9-30-17-15(25)14(8-23)31-18(29-2)16(17)26/h3-7,14-18,23,25-26H,8-9H2,1-2H3,(H,20,24)/t14-,15+,16-,17+,18-/m1/s1

Standard InChI Key:  JYJSFVHCILSZDP-MDMSPXHWSA-N

Alternative Forms

1. Parent:

   

   ALA4207339

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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: 472.48

Molecular Weight (Monoisotopic): 472.1264

AlogP: -1.94

#Rotatable Bonds: 8

Polar Surface Area: 182.33

Molecular Species: ACID

HBA: 12

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.29

CX Basic pKa: ┄

CX LogP: -1.54

CX LogD: -2.48

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.34

Np Likeness Score: -0.21

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