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

ID: ALA2087906

Chembl Id: CHEMBL2087906

PubChem CID: 70695362

Max Phase: Preclinical

Molecular Formula: C20H26N2Na4O20S4

Molecular Weight: 746.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)N(CCc1ccccc1)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-].[Na+].[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C20H30N2O20S4.4Na/c1-13(23)22(9-7-14-5-3-2-4-6-14)11-16(24)21-8-10-37-20-19(42-46(34,35)36)18(41-45(31,32)33)17(40-44(28,29)30)15(39-20)12-38-43(25,26)27;;;;/h2-6,15,17-20H,7-12H2,1H3,(H,21,24)(H,25,26,27)(H,28,29,30)(H,31,32,33)(H,34,35,36);;;;/q;4*+1/p-4/t15-,17-,18+,19+,20+;;;;/m1..../s1

Standard InChI Key:  DQNRVUIZGJEXNW-PRCKMTIZSA-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: 746.72

Molecular Weight (Monoisotopic): 746.0275

AlogP: -2.68

#Rotatable Bonds: 18

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: -3.06

CX Basic pKa: ┄

CX LogP: -10.17

CX LogD: -11.42

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.08

Np Likeness Score: 0.17

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