A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Idoxuridine are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Idoxuridine?

The molecule Idoxuridine presents a molecular formula of C9H11IN2O5 and its IUPAC name is 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione.

Idoxuridine (5-iodo-2′-deoxyuridine or 5-iodo-2′-uracil) is a nucleoside analogue antiviral drug. It is an inhibitor of viral DNA replication and has activity against a variety of DNA and RNA viruses. Idoxuridine is used topically to treat viral infections of the eye, such as herpes simplex keratitis and vaccinia. It is also used intravenously to treat cytomegalovirus retinitis in patients with AIDS..

3D structure

Cartesian coordinates

Geometry of Idoxuridine in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing


Idoxuridine XQFRJNBWHJMXHO-RRKCRQDMSA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione
InChI codeInChI=1S/C9H11IN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (+)-5-Iodo-2'-deoxyuridine
  • (+)-5-Iodo-2-deoxyuridine
  • 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-iodopyrimidine-2,4(1H,3H)-dione
  • 1-(2-Deoxy-beta-D-ribofuranosyl)-5-iodouracil
  • 1-(2-Deoxy-ss -D-ribofuranosyl)-5-iodouracil
  • 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione
  • 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione
  • 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iodo-pyrimidine-2,4-dione
  • 1-beta-D-2'-Deoxyribofuranosyl-5-iodouracil
  • 134I656
  • 1beta-D-2'-Deoxyribofuranosyl-5-iodouracil
  • 2'-Deoxy-5-iodouridine
  • 5-I-2'-dUrd
  • 5-IUDR
  • 5-IUdR; IDU; IdUrd; Idoxuridine
  • 5-Iodo-2 inverted exclamation marka-deoxyuridine
  • 5-Iodo-2'-deoxyuridine
  • 5-Iodo-deoxyuridine
  • 5-Iododeoxyuridine
  • 5-Iododesoxyuridine
  • 5-Iodouracil deoxyriboside
  • 5-iodo-2'deoxyuridine
  • 54-42-2
  • 5IUDR
  • 5IdU
  • AC-8219
  • AI3-50861
  • AS-13469
  • Allergan 201
  • Allergan 211
  • Allergan-211
  • Antizona
  • BCP29428
  • BDBM50370388
  • BPBio1_000061
  • BRN 0030397
  • BSPBio_000055
  • CCG-220018
  • CCRIS 2827
  • D00342
  • DB-009133
  • DB00249
  • DSSTox_CID_25238
  • DSSTox_GSID_45238
  • DSSTox_RID_80769
  • Dendrid
  • Epitope ID:138107
  • HMS2090M10
  • HMS2095C17
  • HMS2230E10
  • HMS3712C17
  • HSDB 7479
  • HY-B0307
  • Heratil
  • Herplex
  • I0258
  • ID2
  • IDU
  • IDUR
  • IUDR
  • IdUrd
  • Idossuridina
  • Idoxene
  • Idoxuridin
  • Idoxuridina
  • Idoxuridine
  • Idoxuridine (JP17/USP/INN)
  • Idoxuridinum
  • Iduoculos
  • Iduridin
  • Iododeoxyridine
  • Iododeoxyuridine
  • Iodoxuridine
  • J-009907
  • J-700180
  • Joddeoxiuridin
  • Kerecid
  • LGP81V5245
  • MFCD00134656
  • MLS002154175
  • NCGC00016243-01
  • NCGC00179673-01
  • NCGC00179673-03
  • NCGC00179673-05
  • NSC 39661
  • NSC-39661
  • Prestwick3_000018
  • Q409765
  • SK&F 14287
  • SK&F-14287
  • SKF 14287
  • SMP2_000072
  • SMR001233472
  • SR-05000001510
  • SR-05000001510-1
  • SR-05000001510-3
  • SR-05000001510-4
  • SW198484-2
  • Stoxil
  • Uracil, 5-iodo-1-(2-deoxy-beta-D-ribofuranosyl)-
  • Virudox
  • idoxuridine
  • s1883

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3834173
  • CAS-54-42-2
  • UNII-LGP81V5245
  • AKOS015920431
  • BRD-K76634210-001-14-7
  • DTXSID2045238
  • CHEMBL788
  • CHEBI:147675
  • Tox21_110324
  • Tox21_110324_1
  • EINECS 200-207-8
  • SCHEMBL3683
  • SCHEMBL15850897

Physico-Chemical properties

IUPAC name1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione
Molecular formulaC9H11IN2O5
Molecular weight354.099
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity65.82
Topological polar surface area104.6

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.