ID: ALA5183613

Max Phase: Preclinical

Molecular Formula: C22H18ClF3N6O4

Molecular Weight: 522.87

Representations

Canonical SMILES:  OC[C@H]1O[C@@H](c2nncn2-c2cccc(Cl)c2)[C@H](O)[C@@H](n2cc(-c3cc(F)c(F)c(F)c3)nn2)[C@H]1O

Standard InChI:  InChI=1S/C22H18ClF3N6O4/c23-11-2-1-3-12(6-11)31-9-27-29-22(31)21-20(35)18(19(34)16(8-33)36-21)32-7-15(28-30-32)10-4-13(24)17(26)14(25)5-10/h1-7,9,16,18-21,33-35H,8H2/t16-,18+,19+,20-,21-/m1/s1

Standard InChI Key:  LJDBMNRBJWMZIZ-OBJCFNGXSA-N

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

Properties

Molecular Weight: 522.87

Molecular Weight (Monoisotopic): 522.1030

AlogP: 1.99

#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: 12.84

CX Basic pKa: 1.08

CX LogP: 1.85

CX LogD: 1.85

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.34

Np Likeness Score: -0.98

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