sodium[10-[ethyl-[2-oxo-2-[2-[(2S,3S,4S,5R,6R)-3,4,5-trisulfonatooxy-6-(sulfonatooxymethyl)tetrahydropyran-2-yl]oxyethylamino]ethyl]amino]-10-oxo-decyl]sulfate

ID: ALA2087910

Chembl Id: CHEMBL2087910

PubChem CID: 70697376

Max Phase: Preclinical

Molecular Formula: C22H37N2Na5O24S5

Molecular Weight: 878.90

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC(=O)NCCO[C@H]1O[C@H](COS(=O)(=O)[O-])[C@@H](OS(=O)(=O)[O-])[C@H](OS(=O)(=O)[O-])[C@@H]1OS(=O)(=O)[O-])C(=O)CCCCCCCCCOS(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C22H42N2O24S5.5Na/c1-2-24(18(26)10-8-6-4-3-5-7-9-12-43-49(27,28)29)14-17(25)23-11-13-42-22-21(48-53(39,40)41)20(47-52(36,37)38)19(46-51(33,34)35)16(45-22)15-44-50(30,31)32;;;;;/h16,19-22H,2-15H2,1H3,(H,23,25)(H,27,28,29)(H,30,31,32)(H,33,34,35)(H,36,37,38)(H,39,40,41);;;;;/q;5*+1/p-5/t16-,19-,20+,21+,22+;;;;;/m1...../s1

Standard InChI Key:  YFPPRLZLAHARKL-AVZUXSATSA-I

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: 878.90

Molecular Weight (Monoisotopic): 878.0731

AlogP: -1.98

#Rotatable Bonds: 27

Polar Surface Area: 385.87

Molecular Species: ACID

HBA: 19

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 26

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -3.04

CX Basic pKa: ┄

CX LogP: -10.83

CX LogD: -13.02

Aromatic Rings: ┄

Heavy Atoms: 53

QED Weighted: 0.04

Np Likeness Score: 0.20

References

1. Liu L, Li C, Cochran S, Feder D, Guddat LW, Ferro V..  (2012)  A focused sulfated glycoconjugate Ugi library for probing heparan sulfate-binding angiogenic growth factors.,  22  (19): [PMID:22929233] [10.1016/j.bmcl.2012.08.001]

Source

Source(1):

• Scientific Literature