N4-Hydroxycytidine
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-(hydroxyamino)pyrimidin-2-one
Molecular Identity
N4-Hydroxycytidine
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-(hydroxyamino)pyrimidin-2-one
PubChem CID: 197020
N(4)-hydroxycytidine is a nucleoside analogue that is cytidine which carries a hydroxy group at the N4-positon. It has broad-spectrum antiviral activity against influenza, SARS-CoV , SARS-CoV-2 and MERS-CoV. It has a role as an anticoronaviral agent, an antiviral agent, a drug metabolite and a human xenobiotic metabolite. It is a ketoxime and a nucleoside analogue. It is functionally related to a cytidine.
2D Structure
Properties
C9H13N3O6
Molecular Formula
259.22
Molecular Weight
g/mol
259.0804
Exact Mass
Da
-2.2
XLogP
Drug-like (Lipinski: < 5)
135
TPSA
Good oral absorption (< 140 A²)
5
H-Bond Donors
6
H-Bond Acceptors
398
Complexity
SMILES
Canonical SMILES
SMILES: C1=CN(C(=O)N=C1NO)C2C(C(C(O2)CO)O)OIsomeric SMILES
SMILES: C1=CN(C(=O)N=C1NO)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)OSynonyms(20)
N4-HydroxycytidineN(4)-Hydroxycytidine3258-02-4EIDD-1931Uridine, 4-oxime4-oxime uridine4-N-HydroxycytidineC3D11PV2O4EiDD1931CHEBI:180654DTXSID201862741-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-(hydroxyamino)-1,2-dihydropyrimidin-2-one1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl)-4-(hydroxyamino)-1,2-dihydropyrimidin-2-oneRefChem:160701DTXCID30108765
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to N4-Hydroxycytidine
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