Granisetron

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

What is the Granisetron?

The molecule Granisetron presents a molecular formula of C18H24N4O and its IUPAC name is 1-methyl-N-[(1R,5S)-9-methyl-9-azabicyclo[3.3.1]nonan-3-yl]indazole-3-carboxamide.

Granisetron is a medication used to prevent nausea and vomiting. It is typically used in cancer chemotherapy, as well as after surgery. It exists as a tablet, an oral solution, and a injection. Granisetron works by blocking serotonin, a chemical messenger in the brain that causes nausea and vomiting..

Common side effects of granisetron include constipation, headache, and dizziness. Granisetron can also cause drowsiness. Do not drive or operate heavy machinery until you know how granisetron affects you..

Granisetron is a pregnancy category B medication, which means it is likely safe for use during pregnancy. However, granisetron may cross the placenta and should be used with caution in pregnant women..

If you are breastfeeding, you should not take granisetron. Granisetron is excreted in breast milk and can cause serious side effects in nursing infants..

3D structure

Cartesian coordinates

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

2D drawing

 

Granisetron MFWNKCLOYSRHCJ-AGUYFDCRSA-N chemical compound 2D structure molecule svg
Granisetron

 

Molecule descriptors

 
IUPAC name1-methyl-N-[(1R,5S)-9-methyl-9-azabicyclo[3.3.1]nonan-3-yl]indazole-3-carboxamide
InChI codeInChI=1S/C18H24N4O/c1-21-13-6-5-7-14(21)11-12(10-13)19-18(23)17-15-8-3-4-9-16(15)22(2)20-17/h3-4,8-9,12-14H,5-7,10-11H2,1-2H3,(H,19,23)/t12?,13-,14+
InChI KeyMFWNKCLOYSRHCJ-AGUYFDCRSA-N
SMILESCN1[C@H]2CCC[C@@H]1CC(NC(=O)c1nn(C)c3ccccc13)C2

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.

  • 1-Methyl-N-(9-methyl-endo-9-azabicyclo(3.3.1)non-3-yl)-1H-indazole-3-carboxamide
  • 1-Methyl-N-[(1r,5s)-9-Methyl-9-Azabicyclo[3.3.1]nonan-3-Yl]indazole-3-Carboxamide
  • 1-methyl-N-(9-methyl-9-azabicyclo[3.3.1]non-3-yl)-indazole-3-carboxamide
  • 1-methyl-N-(9-methyl-9-azabicyclo[3.3.1]nonan-7-yl)indazole- 3-carboxamide
  • 1-methyl-N-[(1S,5R)-9-methyl-9-azabicyclo[3.3.1]nonan-3-yl]indazole-3-carboxamide
  • 1-methyl-N-[(1S,5R)-9-methyl-9-azabicyclo[3.3.1]nonan-7-yl]indazole-3-carboxamide
  • 1-methyl-N-[(3-endo)-9-methyl-9-azabicyclo[3.3.1]non-3-yl]-1H-indazole-3-carboxamide
  • 109889-09-0
  • 124998-65-8
  • 1H-Indazole-3-carboxamide, 1-methyl-N-(9-methyl-9-azabicyclo(3.3.1)non-3-yl)-, endo-
  • 889g090
  • 9-Azabicyclo[3.3.1]nonane, 1H-indazole-3-carboxamide deriv.
  • A802101
  • AB00918713-07
  • AC-8910
  • APF 530
  • APF-530
  • APF530
  • BDBM50443668
  • BDBM50449636
  • BIDD:GT0272
  • BRL 43694
  • BRL 43694; BRL43694A;1-methyl-N-[(1S,5R)-9-methyl-9-azabicyclo[3.3.1]nonan-3-yl]indazole-3-carboxamide
  • BRL 43964
  • BRL-43694
  • C07023
  • CCG-221158
  • CWB
  • D04370
  • DB00889
  • DL-166
  • GTPL2300
  • Granisetron
  • Granisetron (AB-1001)
  • Granisetron (JAN/USAN/INN)
  • Granisetronum
  • HMS2089P14
  • HMS3715H17
  • HMS3886G11
  • Kevatril
  • Kytril
  • LY-278584
  • NCGC00388522-02
  • Q-101870
  • Q596708
  • SR-05000001492
  • SR-05000001492-1
  • SR-05000001492-2
  • Sancuso
  • Sustol
  • WZG3J2MCOL
  • exo-Granisetron
  • granisetron
  • s5052

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC347
  • ZINC100018852
  • ZINC100018854
  • UNII-WZG3J2MCOL
  • AKOS025402424
  • DTXSID0023111
  • CHEMBL1290003
  • CHEMBL399538
  • CHEBI:5537
  • CHEBI:94501
  • SCHEMBL4890
  • SCHEMBL4891
  • SCHEMBL34178

Physico-Chemical properties

IUPAC name1-methyl-N-[(1R,5S)-9-methyl-9-azabicyclo[3.3.1]nonan-3-yl]indazole-3-carboxamide
Molecular formulaC18H24N4O
Molecular weight312.409
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity95.03
LogP2.6
Topological polar surface area50.2

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.