Sodium N'omega-(beta-D-Galactopyranos-1-yloxy)-L-arginine

ID: ALA4447714

Chembl Id: CHEMBL4447714

PubChem CID: 155519946

Max Phase: Preclinical

Molecular Formula: C12H23N4NaO8

Molecular Weight: 352.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N/C(=N\O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)NCCC[C@H](N)C(=O)[O-].[Na+]

Standard InChI:  InChI=1S/C12H24N4O8.Na/c13-5(10(21)22)2-1-3-15-12(14)16-24-11-9(20)8(19)7(18)6(4-17)23-11;/h5-9,11,17-20H,1-4,13H2,(H,21,22)(H3,14,15,16);/q;+1/p-1/t5-,6+,7-,8-,9+,11-;/m0./s1

Standard InChI Key:  YCCLZBBFTISGRU-KUFMMMGDSA-M

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 352.34

Molecular Weight (Monoisotopic): 352.1594

AlogP: -4.19

#Rotatable Bonds: 8

Polar Surface Area: 213.11

Molecular Species: ZWITTERION

HBA: 9

HBD: 8

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.03

CX Basic pKa: 9.22

CX LogP: -5.84

CX LogD: -5.90

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.09

Np Likeness Score: 1.46

References

1. Litty FA, Gudd J, Girreser U, Clement B, Schade D..  (2016)  Design, Synthesis, and Bioactivation of O-Glycosylated Prodrugs of the Natural Nitric Oxide Precursor N(ω)-Hydroxy-l-arginine.,  59  (17): [PMID:27548300] [10.1021/acs.jmedchem.6b00810]

Source

Source(1):

• Scientific Literature