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

ID: ALA4207873

Chembl Id: CHEMBL4207873

PubChem CID: 145976957

Max Phase: Preclinical

Molecular Formula: C16H22N4O8S

Molecular Weight: 430.44

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H22N4O8S/c1-26-16-14(23)15(13(22)12(7-21)28-16)27-8-9-6-20(19-18-9)10-2-4-11(5-3-10)29(17,24)25/h2-6,12-16,21-23H,7-8H2,1H3,(H2,17,24,25)/t12-,13+,14-,15+,16-/m1/s1

Standard InChI Key:  DAKLRLIHCPJQIH-DGADGQDISA-N

Alternative Forms

1. Parent:

   

   ALA4207873

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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: 430.44

Molecular Weight (Monoisotopic): 430.1158

AlogP: -2.11

#Rotatable Bonds: 7

Polar Surface Area: 179.25

Molecular Species: NEUTRAL

HBA: 11

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.55

CX Basic pKa: ┄

CX LogP: -1.53

CX LogD: -1.53

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.38

Np Likeness Score: -0.20

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