Penciclovir

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

What is the Penciclovir?

The molecule Penciclovir presents a molecular formula of C10H15N5O3 and its IUPAC name is 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-1H-purin-6-one.

Penciclovir is a molecule that is used in the treatment of viral infections. It is a nucleoside analog that is used to inhibit the replication of viruses. Penciclovir is used to treat herpes simplex virus infections, including genital herpes, cold sores, and shingles. It is also used to treat varicella zoster virus, which is the virus that causes chickenpox and shingles. Penciclovir exists as a cream, ointment, or tablet..

3D structure

Cartesian coordinates

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

2D drawing

 

Penciclovir JNTOCHDNEULJHD-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Penciclovir

 

Molecule descriptors

 
IUPAC name2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-1H-purin-6-one
InChI codeInChI=1S/C10H15N5O3/c11-10-13-8-7(9(18)14-10)12-5-15(8)2-1-6(3-16)4-17/h5-6,16-17H,1-4H2,(H3,11,13,14,18)
InChI KeyJNTOCHDNEULJHD-UHFFFAOYSA-N
SMILESNc1nc2c(ncn2CCC(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-AMINO-1,9-DIHYDRO-9-(4-HYDROXY-3-(HYDROXYMETHYL)BUTYL)-6H-PURIN-6-ONE
  • 2-Amino-9-(4-hydroxy-3-hydroxymethyl-butyl)-1,9-dihydro-purin-6-one
  • 2-Amino-9-(4-hydroxy-3-hydroxymethyl-butyl)-1,9-dihydro-purin-6-one (PCV)
  • 2-Amino-9-(4-hydroxy-3-hydroxymethyl-butyl)-1,9-dihydro-purin-6-one(PCV, Penciclovir)
  • 2-[2-(2-Amino-6-hydroxy-purin-9-yl)-ethyl]-propane-1,3-diol
  • 2-[2-(2-amino-6-hydroxypurin-9-yl)ethyl]propane-1,3-diol
  • 2-amino-9-(4-hydroxy-3-(hydroxymethyl)butyl)-1,9-dihydro-6H-purin-6-one
  • 2-amino-9-(4-hydroxy-3-(hydroxymethyl)butyl)-1H-purin-6(9H)-one
  • 2-amino-9-(4-hydroxy-3-(hydroxymethyl)butyl)-3H-purin-6(9H)-one
  • 2-amino-9-(4-hydroxy-3-hydroxymethylbutyl)-1,9-dihydropurin-6-one
  • 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-1,9-dihydro-6H-purin-6-one
  • 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-1H-purin-6-one
  • 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-3,9-dihydropurin-6-one
  • 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-3H-purin-6-one
  • 2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6,9-dihydro-3H-purin-6-one
  • 2-azanyl-9-[3-(hydroxymethyl)-4-oxidanyl-butyl]-3H-purin-6-one
  • 359HUE8FJC
  • 39809-25-1
  • 6H-Purin-6-one, 2-amino-1,9-dihydro-9-(4-hydroxy-3-(hydroxymethyl)butyl)-
  • 6H-Purin-6-one, 2-amino-1,9-dihydro-9-[4-hydroxy-3-(hydroxymethyl)butyl]-
  • 809P251
  • 9-(4-HYDROXY-3-(HYDROXYMETHYL)BUT-1-YL)GUANINE
  • 9-(4-Hydroxy-3-(hydroxymethyl)butyl)guanine
  • 9-(4-hydroxy-3-hydroxymethylbut-1-yl)-guanine
  • 9-(4-hydroxy-3-hydroxymethylbut-1-yl)guanine
  • 9-[2-hydroxy-1-(hydroxymethyl)-ethoxymethyl]guanine
  • 9-[4-Hydroxy-3-(hydroxymethyl)butyl]guanine
  • 9-[4-hydroxy-3-(hydroxymethyl)but-1-yl]guanine
  • A824740
  • AB00698242-05
  • AB01275514-01
  • AB01275514_02
  • AB01566918_01
  • AC-8067
  • Adenovir
  • BCP13112
  • BDBM50210804
  • BP164247
  • BRL 39123
  • BRL 39123;VSA 671
  • BRL-39123
  • BRL39123
  • C07417
  • CCG-101000
  • CCG-213029
  • CCG-266987
  • CCRIS 9213
  • CS-1355
  • D05407
  • DB00299
  • DSSTox_CID_26491
  • DSSTox_GSID_46491
  • DSSTox_RID_81662
  • Denavir
  • FT-0601627
  • FT-0673555
  • HMS2051D06
  • HMS2090H11
  • HMS2232A11
  • HMS3371P04
  • HMS3393D06
  • HMS3652H07
  • HMS3713P14
  • HSDB 8123
  • HY-17424
  • KS-5016
  • MB2488
  • MFCD00866931
  • MLS000759422
  • MLS001424110
  • NC00250
  • NCGC00164630-01
  • NCGC00263533-01
  • NCGC00263533-12
  • NCGC00386270-02
  • NSC 759624
  • NSC-759624
  • NSC759624
  • P2164
  • PCV
  • PE2
  • Penciceovir
  • Penciclovir
  • Penciclovir (USAN/INN)
  • Penciclovir,(S)
  • Penciclovir- Bio-X
  • Penciclovir-d4 (deuterated)
  • Penciclovirum
  • Pencyclovir
  • Pharmakon1600-01502320
  • Q420364
  • SMR000466317
  • SR-01000763121
  • SR-01000763121-3
  • SR-05000001512
  • SR-05000001512-1
  • SR-05000001512-2
  • SW197630-2
  • VSA 671
  • Vectavir
  • penciclovir
  • s4184

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1899
  • CAS-39809-25-1
  • UNII-359HUE8FJC
  • AKOS007930676
  • AKOS026750166
  • DTXSID9046491
  • CHEMBL1540
  • CHEBI:7956
  • Tox21_112248
  • Tox21_112248_1
  • SCHEMBL3494
  • SCHEMBL19236307

Physico-Chemical properties

IUPAC name2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-1H-purin-6-one
Molecular formulaC10H15N5O3
Molecular weight253.258
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity65.37
LogP-0.7
Topological polar surface area130.1

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.