sodium(2R,3R,4S,5S,6S)-2-((2-(N-ethylbenzamido)acetamido)methyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triyl trisulfate

ID: ALA2087901

Chembl Id: CHEMBL2087901

PubChem CID: 70695360

Max Phase: Preclinical

Molecular Formula: C18H23N2Na3O16S3

Molecular Weight: 622.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC(=O)NC[C@H]1O[C@H](OC)[C@@H](OS(=O)(=O)[O-])[C@@H](OS(=O)(=O)[O-])[C@@H]1OS(=O)(=O)[O-])C(=O)c1ccccc1.[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C18H26N2O16S3.3Na/c1-3-20(17(22)11-7-5-4-6-8-11)10-13(21)19-9-12-14(34-37(23,24)25)15(35-38(26,27)28)16(18(32-2)33-12)36-39(29,30)31;;;/h4-8,12,14-16,18H,3,9-10H2,1-2H3,(H,19,21)(H,23,24,25)(H,26,27,28)(H,29,30,31);;;/q;3*+1/p-3/t12-,14-,15+,16+,18+;;;/m1.../s1

Standard InChI Key:  VUBGNCXAZKHDJY-CRXSRBGQSA-K

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: 622.61

Molecular Weight (Monoisotopic): 622.0444

AlogP: -1.80

#Rotatable Bonds: 13

Polar Surface Area: 258.67

Molecular Species: ACID

HBA: 13

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 18

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -2.77

CX Basic pKa: ┄

CX LogP: -7.08

CX LogD: -8.21

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.18

Np Likeness Score: -0.11

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