Acyclovir

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

What is the Acyclovir?

The molecule Acyclovir presents a molecular formula of C8H11N5O3 and its IUPAC name is 2-amino-9-(2-hydroxyethoxymethyl)-1H-purin-6-one.

Acyclovir is a synthetic antiviral medication that is used to treat viral infections, including herpes simplex virus (HSV), varicella zoster virus (VZV), and Epstein-Barr virus (EBV). It is available as a prescription medication in the form of tablets, capsules, and an intravenous (IV) injection..

Acyclovir works by inhibiting the replication of viral DNA, which is necessary for the virus to multiply and spread. It is most effective when used at the earliest stages of infection and is typically less effective once the virus has fully established itself..

Acyclovir is generally well-tolerated, with few reported side effects. The most common side effects are nausea, diarrhea, and dizziness. In rare cases, it may cause allergic reactions or liver damage. It is important to follow the dosage and frequency instructions provided by a healthcare provider when taking acyclovir..

Acyclovir is not a cure for viral infections and does not prevent the transmission of the virus to others. It is important to practice safe sex and avoid close contact with others while experiencing symptoms of a viral infection..

Summary

From all the above, this molecule is a prescription antiviral medication that is used to treat viral infections, including herpes simplex virus, varicella zoster virus, and Epstein-Barr virus. It is generally well-tolerated, but may cause side effects in some individuals. It is important to follow the dosage and frequency instructions provided by a healthcare provider when taking acyclovir and to practice safe sex and avoid close contact with others while experiencing symptoms of a viral infection..

3D structure

Cartesian coordinates

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

2D drawing

 

Acyclovir MKUXAQIIEYXACX-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Acyclovir

 

Molecule descriptors

 
IUPAC name2-amino-9-(2-hydroxyethoxymethyl)-1H-purin-6-one
InChI codeInChI=1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15)
InChI KeyMKUXAQIIEYXACX-UHFFFAOYSA-N
SMILESc1nc2c(n1COCCO)nc([nH]c2=O)N

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.

  • 141294-79-3
  • 1pwy
  • 2-Amino-1,9-dihydro-9-((2-hydroxyethoxy)methyl)-6H-purin-6-one
  • 2-Amino-1,9-dihydro-9-[(2-hydroxyethoxy)methyl]-6H-purin-6-one
  • 2-Amino-9-((2-hydroxyethoxy)methyl)-1H-purin-6(9H)-one
  • 2-Amino-9-(2-hydroxy-ethoxymethyl)-5,9-dihydro-purin-6-one
  • 2-Amino-9-(2-hydroxy-ethoxymethyl)-5,9-dihydro-purin-6-one (ACV)
  • 2-Amino-9-[(2-hydroxyethoxy)methyl]-1,9-dihydro-6H-purin-6-one
  • 2-Amino-9-[(2-hydroxyethoxy)methyl]-1,9-dihydro-6H-purin-6-one #
  • 2-amino-9-((2-hydroxyethoxy)methyl)-3,9-dihydro-6H-purin-6-one
  • 2-amino-9-((2-hydroxyethoxy)methyl)-3H-purin-6(9H)-one
  • 2-amino-9-(2-hydroxyethoxymethyl)-1H-purin-6-one
  • 2-amino-9-(2-hydroxyethoxymethyl)-3H-purin-6-one
  • 2-amino-9-(2-hydroxyethoxymethyl)purin-6-ol
  • 2-amino-9-[(2-hydroxyethoxy)methyl]-3,9-dihydro-6H-purin-6-one
  • 2-amino-9-[(2-hydroxyethoxy)methyl]-6,9-dihydro-3H-purin-6-one
  • 2-amino-9-[(2-hydroxyethoxy)methyl]-9H-purin-6-ol
  • 2-amino-9-[(2-hydroxyethoxy)methyl]hydropurin-6-one
  • 2-amino-9-{[(2-hydroxyethyl)oxy]methyl}-1,9-dihydro-6H-purin-6-one
  • 2-azanyl-9-(2-hydroxyethyloxymethyl)-3H-purin-6-one
  • 277A893
  • 59277-89-3
  • 6H-Purin-6-one, 1,9-dihydro-2-amino-9-((2-hydroxyethoxy)methyl)-
  • 6H-Purin-6-one, 2-amino-1,9-dihydro-9-((2-hydroxyethoxy)methyl)-
  • 6H-Purin-6-one, 2-amino-1,9-dihydro-9-[(2-hydroxyethoxy)methyl]-
  • 9(2-hydroxyethoxymethyl)guanine
  • 9-((2-Hydroxyethoxy)methyl)guanine
  • 9-(2-Hydroxyethoxy)methylguanine
  • 9-(2-Hydroxyethoxymethyl)guanine
  • 9-(2-hydroxyethoxy methyl) guanine
  • 9-HYROXYETHOXYMETHYLGUANINE
  • 9-[(2-Hydroxyethoxy)-methyl]guanine
  • 9-[(2-Hydroxyethoxy)methyl]guanine
  • A 4669
  • A832236
  • A935190
  • AC-8068
  • AC2
  • ACV & Pluronic F-68
  • ACV; Acycloguanosine; Acyclovir; NSC 645011; NSC-645011; NSC645011
  • ACYCLOVIR-SIDECHAIN-2-3H
  • AM20100442
  • AVACLYR
  • Acic
  • Acicloftal
  • Aciclovier
  • Aciclovir
  • Aciclovir (JP17/INN)
  • Aciclovir 1.0 mg/ml in Dimethyl Sulfoxide
  • Aciclovirum
  • Activir
  • Acyclo-V
  • AcycloFoam
  • Acycloguanosine
  • Acyclovir
  • Acyclovir & Pluronic F-68
  • Acyclovir (Aciclovir)
  • Acyclovir Lauriad
  • Acyclovir-side chain-2-3H
  • BBL009642
  • BCP11036
  • BDBM50021776
  • BDBM50103518
  • BIDD:GT0646
  • BPBio1_000014
  • BSPBio_000012
  • BSPBio_003348
  • BW 248U
  • BW-248-U
  • BW-248U
  • C06810
  • CCG-39909
  • CCRIS 1953
  • CS-1353
  • Cargosil
  • Cyclovir
  • D00222
  • DB00787
  • DRG-0008
  • DSSTox_CID_2556
  • DSSTox_GSID_22556
  • DSSTox_RID_76626
  • DivK1c_000185
  • EU-0100037
  • F2173-0946
  • FT-0621607
  • FT-0657847
  • GTPL4829
  • Genvir
  • Gerpevir
  • HMS1568A14
  • HMS1922E08
  • HMS2090G09
  • HMS2095A14
  • HMS2234K21
  • HMS3259N10
  • HMS3260G15
  • HMS3269M15
  • HMS3372K02
  • HMS3413D21
  • HMS3655C14
  • HMS3677D21
  • HMS3712A14
  • HMS500J07
  • HSDB 6511
  • HY-17422
  • Hascovir
  • IDI1_000185
  • KBio1_000185
  • KBio2_002219
  • KBio2_004787
  • KBio2_007355
  • KBio3_002850
  • KBioGR_000889
  • KBioSS_002219
  • KS-1027
  • LP00037
  • Lopac-A-4669
  • Lopac0_000037
  • MFCD00057880
  • MLS000069633
  • Maynar
  • NC00717
  • NCGC00015061-01
  • NCGC00015061-02
  • NCGC00015061-03
  • NCGC00015061-04
  • NCGC00015061-05
  • NCGC00015061-06
  • NCGC00015061-07
  • NCGC00015061-08
  • NCGC00015061-09
  • NCGC00015061-10
  • NCGC00015061-12
  • NCGC00015061-13
  • NCGC00015061-28
  • NCGC00015061-29
  • NCGC00022426-03
  • NCGC00093555-01
  • NCGC00093555-02
  • NCGC00093555-03
  • NCGC00093555-04
  • NCGC00167756-01
  • NCGC00167756-02
  • NCGC00260722-01
  • NCGC00381719-03
  • NINDS_000185
  • NSC 645011
  • NSC-645011
  • NSC-758477
  • NSC-780378
  • NSC645011
  • NSC758477
  • NSC780378
  • Novirus
  • Opera_ID_1674
  • Pharmakon1600-01503603
  • Poviral
  • Prestwick0_000086
  • Prestwick1_000086
  • Prestwick2_000086
  • Prestwick3_000086
  • Prestwick_6
  • Q-200591
  • Q147101
  • SDCCGSBI-0050026.P003
  • SMP1_000007
  • SMR000058225
  • SPECTRUM1503603
  • SR-01000075540
  • SR-01000075540-1
  • SR-01000075540-3
  • SR-01000075540-5
  • STK796771
  • STL257059
  • STL301862
  • SW196324-3
  • SY051130
  • Sitavig
  • Sitavir
  • Vipral
  • Viropump
  • Virorax
  • W-248-U
  • Wellcome-248U
  • X4HES1O11F
  • Zovir
  • Zovirax
  • Zyclir
  • acyclovir
  • s1807

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1530555
  • CAS-59277-89-3
  • UNII-X4HES1O11F
  • AKOS000656213
  • AKOS015995680
  • AKOS022135433
  • BRD-K32318651-001-17-9
  • DTXSID1022556
  • CHEMBL184
  • CHEBI:2453
  • Tox21_110075
  • Tox21_500037
  • Tox21_110075_1
  • EINECS 261-685-1
  • SPBio_001466
  • SPBio_001951
  • SCHEMBL3175
  • SCHEMBL9828560
  • Spectrum_001739
  • Spectrum2_001563
  • Spectrum3_001874
  • Spectrum4_000225
  • Spectrum5_001093

Physico-Chemical properties

IUPAC name2-amino-9-(2-hydroxyethoxymethyl)-1H-purin-6-one
Molecular formulaC8H11N5O3
Molecular weight225.21
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity55.7
LogP-1.9
Topological polar surface area119.1

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.