(2R)-2-((4-(((2R,3R)-1,4-diisopropoxy-1,4-dioxo-3-(((2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)butan-2-yl)oxy)-4-(2-hydroxyethoxy)butan-2-yl)oxy)-3-phenylpropanoic acid

ID: ALA3335530

Chembl Id: CHEMBL3335530

PubChem CID: 118714547

Max Phase: Preclinical

Molecular Formula: C45H54O19

Molecular Weight: 898.91

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]1OC(=O)c1ccccc1)C(=O)OC(C)C

Standard InChI:  InChI=1S/C45H54O19/c1-23(2)56-42(54)36(63-44-33(49)32(48)31(47)25(5)58-44)37(43(55)57-24(3)4)64-45-38(62-41(53)28-19-13-8-14-20-28)35(59-29(39(50)51)21-26-15-9-6-10-16-26)34(30(22-46)60-45)61-40(52)27-17-11-7-12-18-27/h6-20,23-25,29-38,44-49H,21-22H2,1-5H3,(H,50,51)/t25-,29+,30+,31+,32+,33-,34-,35-,36+,37+,38+,44-,45-/m0/s1

Standard InChI Key:  QZNKJGZQSWELEQ-NAYSPJEYSA-N

Alternative Forms

1. Parent:

   

   ALA3335530

   ---

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: 898.91

Molecular Weight (Monoisotopic): 898.3259

AlogP: 1.74

#Rotatable Bonds: 19

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: 4.85

CX LogD: 1.41

Aromatic Rings: 3

Heavy Atoms: 64

QED Weighted: 0.08

Np Likeness Score: 0.91

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