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

ID: ALA3335532

Chembl Id: CHEMBL3335532

PubChem CID: 118714549

Max Phase: Preclinical

Molecular Formula: C43H50O19

Molecular Weight: 870.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=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]1OC(=O)c1ccccc1)C(=O)OC(C)C

Standard InChI:  InChI=1S/C43H50O19/c1-22(2)55-41(53)35(34(40(52)54-4)61-42-31(47)30(46)29(45)23(3)56-42)62-43-36(60-39(51)26-18-12-7-13-19-26)33(57-27(37(48)49)20-24-14-8-5-9-15-24)32(28(21-44)58-43)59-38(50)25-16-10-6-11-17-25/h5-19,22-23,27-36,42-47H,20-21H2,1-4H3,(H,48,49)/t23-,27+,28+,29+,30+,31-,32-,33-,34+,35+,36+,42-,43-/m0/s1

Standard InChI Key:  NTUAWEYPTJBGPL-VRHNUPIHSA-N

Alternative Forms

1. Parent:

   

   ALA3335532

   ---

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: 870.85

Molecular Weight (Monoisotopic): 870.2946

AlogP: 0.96

#Rotatable Bonds: 18

Polar Surface Area: 269.57

Molecular Species: ACID

HBA: 18

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 19

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.20

CX Basic pKa: ┄

CX LogP: 4.08

CX LogD: 0.63

Aromatic Rings: 3

Heavy Atoms: 62

QED Weighted: 0.09

Np Likeness Score: 0.99

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