2-N-Sulfoethyl (2-N-Sulfo-2-deoxy-6-O-sulfo-alpha-D-glucopyranosyl)-(1->4)-(beta-D-glucopyranosyluronate)-(1->4)-2-N-sulfo-2-deoxy-6-O-sulfo-alpha-D-glucopyranoside hexasodium

ID: ALA4537045

Chembl Id: CHEMBL4537045

PubChem CID: 155548172

Max Phase: Preclinical

Molecular Formula: C20H31N3Na6O30S5

Molecular Weight: 959.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C([O-])[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](NS(=O)(=O)[O-])[C@@H](OCCNS(=O)(=O)[O-])O[C@@H]2COS(=O)(=O)[O-])[C@H](O)[C@@H](O)[C@@H]1O[C@H]1O[C@H](COS(=O)(=O)[O-])[C@@H](O)[C@H](O)[C@H]1NS(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C20H37N3O30S5.6Na/c24-9-5(3-47-57(40,41)42)49-19(7(10(9)25)22-55(34,35)36)52-15-12(27)13(28)20(53-16(15)17(29)30)51-14-6(4-48-58(43,44)45)50-18(46-2-1-21-54(31,32)33)8(11(14)26)23-56(37,38)39;;;;;;/h5-16,18-28H,1-4H2,(H,29,30)(H,31,32,33)(H,34,35,36)(H,37,38,39)(H,40,41,42)(H,43,44,45);;;;;;/q;6*+1/p-6/t5-,6-,7-,8-,9-,10-,11-,12-,13-,14-,15+,16+,18+,19-,20-;;;;;;/m1....../s1

Standard InChI Key:  MUNLCSDKNIACRD-CMVIZHHYSA-H

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: 959.84

Molecular Weight (Monoisotopic): 959.0065

AlogP: -9.61

#Rotatable Bonds: 20

Polar Surface Area: 520.23

Molecular Species: ACID

HBA: 24

HBD: 14

#RO5 Violations: 3

HBA (Lipinski): 33

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -2.56

CX Basic pKa: ┄

CX LogP: -8.11

CX LogD: -23.53

Aromatic Rings: ┄

Heavy Atoms: 58

QED Weighted: 0.04

Np Likeness Score: 0.86

References

1. Zhu S, Li J, Loka RS, Song Z, Vlodavsky I, Zhang K, Nguyen HM..  (2020)  Modulating Heparanase Activity: Tuning Sulfation Pattern and Glycosidic Linkage of Oligosaccharides.,  63  (8): [PMID:32216347] [10.1021/acs.jmedchem.0c00156]

Source

Source(1):

• Scientific Literature