Cyclic HPMPC

HCID 122873

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 127757-45-3
Standard SMILES: Nc1ccn(C[C@H]2COP(=O)(O)CO2)c(=O)n1
InChIKey: YXQUGSXUDFTPLL-LURJTMIESA-N
Molecular formula: C8H12N3O5P
Average molar mass: 261.17 g/mol
Monoisotopic mass: 261.05145711

Names & identifiers

Preferred name: Cyclic HPMPC
IUPAC: 4-amino-1-[[(5S)-2-hydroxy-2-oxo-1,4,2λ5-dioxaphosphinan-5-yl]methyl]pyrimidin-2-one
English name: cyclic-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine
Molecular formula: C8H12N3O5P
Molecular weight: 261.17

Names & synonyms

Cyclic-hpmpcCYCLIC CIDOFOVIRCyclic HPMPC127757-45-3BO8PRP86RHDTXSID00155660GS-0930RefChem:1082398DTXCID1078151ChpmpccCDVCyclic-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine

Show more names

2(1H)-Pyrimidinone, 4-amino-1-[[(5S)-2-hydroxy-2-oxido-1,4,2-dioxaphosphorinan-5-yl]methyl]-

GS 9301-[((s)-2-hydroxy-2-oxo-1,4,2-dioxaphosphorinan-5-yl)methyl]cytosine1-(((S)-2-HYDROXY-2-OXO-1,4,2-DIOXAPHOSPHORINAN-5-YL)METHYL)CYTOSINECyclic(S)-HPMPC1-((2-Hydroxy-2-oxo-1,4,2-dioxaphosphorinan-5-yl)methyl)cytosineUNII-BO8PRP86RH(S)-4-Amino-1-((2-hydroxy-1,4,2-dioxaphosphorinan-5-yl)methyl)-2(1H)-pyrimidinone P-oxidecyclic HPMPC, GS 0930

Database identifiers

CAS: 127757-45-3
PubChem CID: 122873
DTXSID: DTXSID00155660
ChEMBL: CHEMBL392630
UNII: BO8PRP86RH
Nikkaji: J604.855B、J768.791E

Properties

Computed structural properties

XLogP: -2.6
Topological polar surface area: 114 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 2
Heavy atoms: 17
Formal charge: 0
Complexity: 435

Physicochemical properties

Boiling point: 495.6 · 495.6±55.0 °C(Predicted)
Density: 1.83 · 1.83±0.1 g/cm3(Predicted)
pka: 2.45 · 2.45±0.40(Predicted)
FDA UNII: 8 PRP86RH · BO8PRP86RH

Chemistry & industry

Applications · 1 item

UsesCyclic HPMPC is a potent antiviral agent. Cyclic HPMPC can increase arterial oxygen saturation levels in lethal vaccinia virus (IHD strain)-infected mice. Cyclic HPMPC improves the outcome of congenital guinea pig cytomegalovirus (GPCMV) infection and decreases viral replication in guinea pig model[1][2].