Ethoxy-2-aminoethoxy1-O-(2,4-O-disulfonato)-alpha-L-idopyranosyl uronic acid-alpha(1->4)(2-O-sulfonato)-alpha-L-idopyranosyl uronic acid alpha(1->4)(2-O-sulfonato)-alpha-L-idopyranoside uronic acid

ID: ALA5078963

Chembl Id: CHEMBL5078963

PubChem CID: 166630410

Max Phase: Preclinical

Molecular Formula: C22H35NO32S4

Molecular Weight: 953.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCCOCCO[C@@H]1O[C@@H](C(=O)O)[C@@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](O[C@@H]3O[C@@H](C(=O)O)[C@@H](OS(=O)(=O)O)[C@H](O)[C@H]3OS(=O)(=O)O)[C@H](O)[C@H]2OS(=O)(=O)O)[C@H](O)[C@H]1OS(=O)(=O)O

Standard InChI:  InChI=1S/C22H35NO32S4/c23-1-2-45-3-4-46-20-11(53-57(36,37)38)5(24)8(14(49-20)17(27)28)47-21-12(54-58(39,40)41)6(25)9(15(50-21)18(29)30)48-22-13(55-59(42,43)44)7(26)10(52-56(33,34)35)16(51-22)19(31)32/h5-16,20-22,24-26H,1-4,23H2,(H,27,28)(H,29,30)(H,31,32)(H,33,34,35)(H,36,37,38)(H,39,40,41)(H,42,43,44)/t5-,6-,7-,8-,9-,10-,11+,12+,13+,14+,15+,16+,20+,21+,22+/m0/s1

Standard InChI Key:  ZQYMTEZMYWSEJB-BQQTZKQXSA-N

Alternative Forms

1. Parent:

   

   ALA5078963

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 953.77

Molecular Weight (Monoisotopic): 953.0025

AlogP: -7.99

#Rotatable Bonds: 21

Polar Surface Area: 517.62

Molecular Species: ZWITTERION

HBA: 26

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 33

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -2.82

CX Basic pKa: 9.45

CX LogP: -12.09

CX LogD: -24.28

Aromatic Rings: ┄

Heavy Atoms: 59

QED Weighted: 0.04

Np Likeness Score: 0.64

References

1. Shanthamurthy CD, Leviatan Ben-Arye S, Kumar NV, Yehuda S, Amon R, Woods RJ, Padler-Karavani V, Kikkeri R..  (2021)  Heparan Sulfate Mimetics Differentially Affect Homologous Chemokines and Attenuate Cancer Development.,  64  (6.0): [PMID:33683903] [10.1021/acs.jmedchem.0c01800]

Source

Source(1):

• Scientific Literature