Ganciclovir

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

What is the Ganciclovir?

The molecule Ganciclovir presents a molecular formula of C9H13N5O4 and its IUPAC name is 2-amino-9-(1,3-dihydroxypropan-2-yloxymethyl)-1H-purin-6-one.

Ganciclovir (9-(4-hydroxy-3-hydroxymethylbut-1-yl)guanine; trade name Cytovene) is an antiviral medication used to treat cytomegalovirus (CMV) retinitis (an infection of the retina of the eye) in people with AIDS and CMV pneumonia in people who have received organ transplants. It is also used to treat herpes simplex virus (HSV) infections of the skin and eyes, and varicella zoster virus (VZV) infections such as chickenpox and shingles. Ganciclovir is typically used with other antiviral medications..

Ganciclovir was first made in 1984 and approved for medical use in 1988. It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system. Ganciclovir exists as a generic medication..

Ganciclovir is used to treat infections caused by viruses. It works by stopping the viruses from growing. This medicine will not work for colds, flu, or other viral infections..

Ganciclovir exists only with your doctor's prescription..

3D structure

Cartesian coordinates

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

2D drawing

 

Ganciclovir IRSCQMHQWWYFCW-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Ganciclovir

 

Molecule descriptors

 
IUPAC name2-amino-9-(1,3-dihydroxypropan-2-yloxymethyl)-1H-purin-6-one
InChI codeInChI=1S/C9H13N5O4/c10-9-12-7-6(8(17)13-9)11-3-14(7)4-18-5(1-15)2-16/h3,5,15-16H,1-2,4H2,(H3,10,12,13,17)
InChI KeyIRSCQMHQWWYFCW-UHFFFAOYSA-N
SMILESNc1nc2c(ncn2COC(CO)CO)c(=O)[nH]1

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.

  • 2'-NDG
  • 2'-Nor-2'-deoxyguanosine
  • 2-((6-Hydroxy-2-imino-2,3-dihydro-9H-purin-9-yl)methoxy)propane-1,3-diol
  • 2-(2-Amino-1,6-dihydro-6-oxo-purin-9-yl)methoxy-1,3-propanediol
  • 2-(6-Amino-purin-9-ylmethoxy)-propane-1,3-diol
  • 2-Amino-1,9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)-6-H-purin-6-one
  • 2-Amino-1,9-dihydro-9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)-6H-purin-6-one
  • 2-Amino-9-(((1,3-dihydroxypropan-2-yl)oxy)methyl)-1H-purin-6(9H)-one
  • 2-Amino-9-(2-hydroxy-1-hydroxymethyl-ethoxymethyl)-1,9-dihydro-purin-6-one
  • 2-[(2-amino-6-hydroxy-9H-purin-9-yl)methoxy]propane-1,3-diol
  • 2-[(2-amino-6-hydroxypurin-9-yl)methoxy]propane-1,3-diol
  • 2-amino-9-(((1,3-dihydroxypropan-2-yl)oxy)methyl)-1,9-dihydro-6H-purin-6-one
  • 2-amino-9-((1,3-dihydroxypropan-2-yloxy)
  • 2-amino-9-((1,3-dihydroxypropan-2-yloxy)methyl)-1H-purin-6(9H)-one
  • 2-amino-9-((1,3-dihydroxypropan-2-yloxy)methyl)-3H-purin-6(9H)-one
  • 2-amino-9-((1,3-dihydroxypropan-2-yloxy)methyl)-9H-purin-6-ol
  • 2-amino-9-(1,3-dihydroxypropan-2-yloxymethyl)-1H-purin-6-one
  • 2-amino-9-(1,3-dihydroxypropan-2-yloxymethyl)-3H-purin-6-one
  • 2-amino-9-(2-hydroxy-1-hydroxymethylethoxymethyl)-6,9-dihydro-1H-6-purinone
  • 2-amino-9-[[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl]-1H-purin-6-one
  • 2-amino-9-[[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl]-3H-purin-6-one
  • 2-amino-9-{[(1,3-dihydroxypropan-2-yl)oxy]methyl}-1,9-dihydro-6H-purin-6-one
  • 2-amino-9-{[(1,3-dihydroxypropan-2-yl)oxy]methyl}-6,9-dihydro-3H-purin-6-one
  • 2-amino-9-{[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl}-1,9-dihydro-6H-purin-6-one
  • 410G320
  • 6H-Purin-6-one, 2-amino-1,9-dihydro-9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)-
  • 82410-32-0
  • 9-((1,3-Dihydroxy-2-propoxy)methyl)guanine
  • 9-((2-Hydroxy-1-(hydroxymethyl)ethoxy)methyl)guanine
  • 9-(1,3-DIHYDROXY-PROPOXYMETHANE)GUANINE
  • 9-(1,3-dihydroxy-2-propoxymethyl)-guanine
  • 9-(1,3-dihydroxy-2-propoxymethyl)guanine
  • 9-(1,3-dihydroxy-2propoxymethyl)guanine
  • 9-[(1,3-Dihydroxy-2-propoxy)methyl]guanine
  • 9-[[(1,3-Dihydroxy-2-propyl)oxy]methyl]guanine
  • 9-[[2-Hydroxy-1-(hydroxymethyl)ethoxy]methyl]guanine
  • A840322
  • A935676
  • AC-8069
  • ACT03317
  • BBL029078
  • BCP12705
  • BDBM50237614
  • BDBM85707
  • BG164496
  • BIDD:GT0783
  • BIOLF-62
  • BIOLF62
  • BPBio1_000877
  • BSPBio_000797
  • BW 759
  • BW 759U
  • BW-759U
  • BW-795
  • BW-B 759U
  • Biolf 62
  • C07019
  • CAS_82410-32-0
  • CCG-204629
  • CCRIS 9212
  • CS-2014
  • Citovirax
  • Cymevan
  • Cymeven
  • Cymevene
  • Cytovene
  • D00333
  • DB01004
  • DRG-0018
  • DSSTox_CID_21032
  • DSSTox_GSID_41032
  • DSSTox_RID_79613
  • EC 627-054-3
  • EN300-49857
  • EU-0100539
  • FT-0611007
  • FT-0668948
  • G 2536
  • G0315
  • GCV
  • GCV & 1110U81
  • GCV & MSL
  • Ganciclovir
  • Ganciclovir (JAN/USP/INN)
  • Ganciclovir, Antibiotic for Culture Media Use Only
  • Ganciclovir,(S)
  • Ganciclovirum
  • Gancyclovir
  • Guanine, 9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)-
  • Guanine, 9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)- and MSL, neutralizing monoclonal antibody
  • HHEMG
  • HMS1570H19
  • HMS2090K08
  • HMS2097H19
  • HMS2235C21
  • HMS3259B13
  • HMS3261L19
  • HMS3371H01
  • HMS3604L19
  • HMS3655M18
  • HMS3714H19
  • HSDB 6512
  • HY-13637
  • Hydroxyacyclovir
  • KS-1065
  • LP00539
  • Lopac-G-2536
  • Lopac0_000539
  • MB3795
  • MFCD00870588
  • MLS000028481
  • MLS001077349
  • NC00647
  • NCGC00015471-01
  • NCGC00015471-02
  • NCGC00015471-03
  • NCGC00015471-04
  • NCGC00015471-05
  • NCGC00015471-06
  • NCGC00015471-08
  • NCGC00015471-16
  • NCGC00093928-01
  • NCGC00093928-02
  • NCGC00168567-01
  • NCGC00188980-01
  • NCGC00261224-01
  • NSC 759656
  • NSC-759656
  • NSC759656
  • NSC_3454
  • Opera_ID_284
  • P9G3CKZ4P5
  • PDSP1_000816
  • PDSP2_000803
  • Pharmakon1600-01502362
  • Prestwick0_000839
  • Prestwick1_000839
  • Prestwick2_000839
  • Prestwick3_000839
  • Prestwick_1068
  • Q-201148
  • Q417640
  • RS-21592
  • SDCCGSBI-0050522.P002
  • SMP2_000038
  • SMR000058324
  • SR-01000075894
  • SR-01000075894-1
  • SR-01000075894-4
  • SR-01000721941
  • SR-01000721941-3
  • ST-605
  • STK801910
  • STL514515
  • SW197135-3
  • SY027981
  • Valganciclovir hydrochloride impurity a
  • Virgan
  • Vitrasert
  • Z1259084907
  • Zirgan
  • ganciclovir
  • methyl)-1H-purin-6(9H)-one
  • s1878

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1505
  • CAS-82410-32-0
  • UNII-P9G3CKZ4P5
  • AKOS004119898
  • AKOS026749928
  • AKOS037492029
  • DTXSID8041032
  • CHEMBL182
  • CHEBI:465284
  • Tox21_110160
  • Tox21_500539
  • Tox21_110160_1
  • SPBio_002718
  • SCHEMBL3033
  • SCHEMBL14491348

Physico-Chemical properties

IUPAC name2-amino-9-(1,3-dihydroxypropan-2-yloxymethyl)-1H-purin-6-one
Molecular formulaC9H13N5O4
Molecular weight255.231
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity61.64
LogP-1.4
Topological polar surface area139.3

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.