(R)-2-((2R,3S,4R,5R,6S)-3-(benzoyloxy)-6-((2R,3R)-1,4-diisopropoxy-1,4-dioxo-3-((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)butan-2-yloxy)-5-hydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy)-3-phenylpropanoic acid

ID: ALA3335531

Chembl Id: CHEMBL3335531

PubChem CID: 118714548

Max Phase: Preclinical

Molecular Formula: C38H50O18

Molecular Weight: 794.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)OC(=O)[C@H](O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O)[C@@H](O[C@@H]1O[C@H](CO)[C@H](OC(=O)c2ccccc2)[C@H](O[C@H](Cc2ccccc2)C(=O)O)[C@H]1O)C(=O)OC(C)C

Standard InChI:  InChI=1S/C38H50O18/c1-18(2)49-35(47)31(55-37-27(42)26(41)25(40)20(5)51-37)32(36(48)50-19(3)4)56-38-28(43)30(52-23(33(44)45)16-21-12-8-6-9-13-21)29(24(17-39)53-38)54-34(46)22-14-10-7-11-15-22/h6-15,18-20,23-32,37-43H,16-17H2,1-5H3,(H,44,45)/t20-,23+,24+,25+,26+,27-,28+,29-,30+,31+,32+,37-,38-/m0/s1

Standard InChI Key:  LBWIPRZINXGKGQ-QVHAPEEASA-N

Alternative Forms

1. Parent:

   

   ALA3335531

   ---

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: 794.80

Molecular Weight (Monoisotopic): 794.2997

AlogP: -0.13

#Rotatable Bonds: 17

Polar Surface Area: 263.50

Molecular Species: ACID

HBA: 17

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.29

CX Basic pKa: ┄

CX LogP: 2.36

CX LogD: -1.07

Aromatic Rings: 2

Heavy Atoms: 56

QED Weighted: 0.09

Np Likeness Score: 1.05

References

1. Calosso M, Tambutet G, Charpentier D, St-Pierre G, Vaillancourt M, Bencheqroun M, Gratton JP, Prévost M, Guindon Y..  (2014)  Acyclic tethers mimicking subunits of polysaccharide ligands: selectin antagonists.,  5  (9): [PMID:25221666] [10.1021/ml500266x]

Source

Source(1):

• Scientific Literature