ID: ALA502001

Max Phase: Preclinical

Molecular Formula: C15H27NO11

Molecular Weight: 397.38

Molecule Type: Small molecule

Representations

Synonyms (1): Methyl N-Acetyllactosaminide
Synonyms from Alternative Forms(1):

Canonical SMILES:  CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1NC(C)=O

Standard InChI:  InChI=1S/C15H27NO11/c1-5(19)16-8-10(21)13(7(4-18)26-14(8)24-2)27-15-12(23)11(22)9(20)6(3-17)25-15/h6-15,17-18,20-23H,3-4H2,1-2H3,(H,16,19)/t6-,7-,8-,9+,10-,11+,12-,13-,14-,15+/m1/s1

Standard InChI Key:  PKPZITUQXLANSE-AEBMIEDASA-N

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

Properties

Molecular Weight: 397.38

Molecular Weight (Monoisotopic): 397.1584

AlogP: -4.60

#Rotatable Bonds: 6

Polar Surface Area: 187.40

Molecular Species: NEUTRAL

HBA: 11

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.91

CX Basic pKa:

CX LogP: -4.35

CX LogD: -4.35

Aromatic Rings: 0

Heavy Atoms: 27

QED Weighted: 0.23

Np Likeness Score: 1.70

References

1. Giguère D, Bonin MA, Cloutier P, Patnam R, St-Pierre C, Sato S, Roy R..  (2008)  Synthesis of stable and selective inhibitors of human galectins-1 and -3.,  16  (16): [PMID:18674915] [10.1016/j.bmc.2008.06.044]

2. Salameh BA, Cumpstey I, Sundin A, Leffler H, Nilsson UJ..  (2010)  1H-1,2,3-triazol-1-yl thiodigalactoside derivatives as high affinity galectin-3 inhibitors.,  18  (14): [PMID:20538469] [10.1016/j.bmc.2010.05.040]

3. van Hattum H, Branderhorst HM, Moret EE, Nilsson UJ, Leffler H, Pieters RJ..  (2013)  Tuning the preference of thiodigalactoside- and lactosamine-based ligands to galectin-3 over galectin-1.,  56  (3): [PMID:23281927] [10.1021/jm301677r]

Source

Source(1):

• Scientific Literature