β-D-N4-hydroxycytidine   

GtoPdb Ligand ID: 10735

Synonyms: EIDD-1931 | NHC
Compound class: Synthetic organic
Comment: Preliminary evidence form a BioRxiv preprint indicates that the ribonucleoside analog β-D-N4-hydroxycytidine (NHC, EIDD-1931) has broad spectrum antiviral activity against SARS-CoV-2, MERS-CoV, SARS-CoV, and related zoonotic group 2b or 2c Bat-CoVs. The potency of the NHC ester prodrug (EIDD-2801) against multiple coronaviruses, its therapeutic efficacy, and oral bioavailability in vivo, all highlight its potential utility as an effective antiviral against SARS-CoV-2 and other future zoonotic coronaviruses.
2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 5
Rotatable bonds 3
Topological polar surface area 137.07
Molecular weight 259.08
XLogP -0.85
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(nc1=O)NO
Isomeric SMILES OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1ccc(nc1=O)NO
InChI InChI=1S/C9H13N3O6/c13-3-4-6(14)7(15)8(18-4)12-2-1-5(11-17)10-9(12)16/h1-2,4,6-8,13-15,17H,3H2,(H,10,11,16)/t4-,6-,7-,8-/m1/s1
InChI Key XCUAIINAJCDIPM-XVFCMESISA-N
Classification
Compound class Synthetic organic
IUPAC Name
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-(hydroxyamino)pyrimidin-2-one
Synonyms
EIDD-1931 | NHC
Database Links
CAS Registry No. 3258-02-4
ChEMBL Ligand CHEMBL2178720
GtoPdb PubChem SID 405067328
PubChem CID 197020
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