sodium[(2S,3S,4S,5R,6R)-2-[2-[[2-[acetyl(benzyl)amino]acetyl]amino]ethoxy]-3,5-disulfonatooxy-6-(sulfonatooxymethyl)tetrahydropyran-4-yl]sulfate

ID: ALA2087905

Chembl Id: CHEMBL2087905

PubChem CID: 70682743

Max Phase: Preclinical

Molecular Formula: C19H24N2Na4O20S4

Molecular Weight: 732.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N(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-])Cc1ccccc1.[Na+].[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C19H28N2O20S4.4Na/c1-12(22)21(9-13-5-3-2-4-6-13)10-15(23)20-7-8-36-19-18(41-45(33,34)35)17(40-44(30,31)32)16(39-43(27,28)29)14(38-19)11-37-42(24,25)26;;;;/h2-6,14,16-19H,7-11H2,1H3,(H,20,23)(H,24,25,26)(H,27,28,29)(H,30,31,32)(H,33,34,35);;;;/q;4*+1/p-4/t14-,16-,17+,18+,19+;;;;/m1..../s1

Standard InChI Key:  UJZYEGYTAQEUFO-YZSCBSLTSA-J

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: 732.70

Molecular Weight (Monoisotopic): 732.0118

AlogP: -2.72

#Rotatable Bonds: 17

Polar Surface Area: 322.27

Molecular Species: ACID

HBA: 16

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 22

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -3.07

CX Basic pKa: ┄

CX LogP: -10.46

CX LogD: -11.71

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.08

Np Likeness Score: 0.10

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