(2S,3R,4R,5R,6R)-4-(4-(4-Bromo-3-fluorophenyl)-1H-1,2,3-triazol-1-yl)-2-(1-(5-chloro-2-(trifluoromethyl)phenyl)-3-methyl-1H-1,2,4-triazol-5-yl)-6-(hydroxymethyl)oxane-3,5-diol

ID: ALA5204125

Chembl Id: CHEMBL5204125

PubChem CID: 138516439

Max Phase: Preclinical

Molecular Formula: C24H20BrClF4N6O4

Molecular Weight: 647.81

Names and Identifiers

Canonical SMILES:  Cc1nc([C@@H]2O[C@H](CO)[C@H](O)[C@H](n3cc(-c4ccc(Br)c(F)c4)nn3)[C@H]2O)n(-c2cc(Cl)ccc2C(F)(F)F)n1

Standard InChI:  InChI=1S/C24H20BrClF4N6O4/c1-10-31-23(36(33-10)17-7-12(26)3-4-13(17)24(28,29)30)22-21(39)19(20(38)18(9-37)40-22)35-8-16(32-34-35)11-2-5-14(25)15(27)6-11/h2-8,18-22,37-39H,9H2,1H3/t18-,19+,20+,21-,22-/m1/s1

Standard InChI Key:  NMZXDKATMCDEBO-CDJZJNNCSA-N

Alternative Forms

1. Parent:

   

   ALA5204125

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 647.81

Molecular Weight (Monoisotopic): 646.0354

AlogP: 3.80

#Rotatable Bonds: 5

Polar Surface Area: 131.34

Molecular Species: NEUTRAL

HBA: 10

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.85

CX Basic pKa: 0.45

CX LogP: 4.02

CX LogD: 4.02

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.28

Np Likeness Score: -0.90

References

1. Liu C, Jalagam PR, Feng J, Wang W, Raja T, Sura MR, Manepalli RKVLP, Aliphedi BR, Medavarapu S, Nair SK, Muthalagu V, Natesan R, Gupta A, Beno B, Panda M, Ghosh K, Shukla JK, Sale H, Haldar P, Kalidindi N, Shah D, Patel D, Mathur A, Ellsworth BA, Cheng D, Regueiro-Ren A..  (2022)  Identification of Monosaccharide Derivatives as Potent, Selective, and Orally Bioavailable Inhibitors of Human and Mouse Galectin-3.,  65  (16.0): [PMID:35969688] [10.1021/acs.jmedchem.2c00517]

Source

Source(1):

• Scientific Literature