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

ID: ALA2087903

Chembl Id: CHEMBL2087903

PubChem CID: 70684825

Max Phase: Preclinical

Molecular Formula: C21H29N2Na3O16S3

Molecular Weight: 664.69

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)CCCc1ccccc1.[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C21H32N2O16S3.3Na/c1-3-23(17(25)11-7-10-14-8-5-4-6-9-14)13-16(24)22-12-15-18(37-40(26,27)28)19(38-41(29,30)31)20(21(35-2)36-15)39-42(32,33)34;;;/h4-6,8-9,15,18-21H,3,7,10-13H2,1-2H3,(H,22,24)(H,26,27,28)(H,29,30,31)(H,32,33,34);;;/q;3*+1/p-3/t15-,18-,19+,20+,21+;;;/m1.../s1

Standard InChI Key:  XGVOXKUQVKKCRP-IJRDKSACSA-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: 664.69

Molecular Weight (Monoisotopic): 664.0914

AlogP: -1.09

#Rotatable Bonds: 16

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: -6.21

CX LogD: -7.34

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.15

Np Likeness Score: -0.03

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