Istodax

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

What is the Istodax?

The molecule Istodax presents a molecular formula of C24H36N4O6S2 and its IUPAC name is (1S,4S,7Z,10S,16E,21R)-7-ethylidene-4,21-di(propan-2-yl)-2-oxa-12,13-dithia-5,8,20,23-tetrazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone.

Istodax (romidepsin) is a medication used to treat cutaneous T-cell lymphoma (CTCL), a rare type of cancer that affects the skin and immune system. It belongs to a class of drugs known as histone deacetylase inhibitors, which work by blocking the activity of an enzyme called histone deacetylase. This helps to stop the growth and proliferation of cancer cells..

Istodax is used to treat CTCL, a type of cancer that affects the skin and immune system. It is typically used in people who have not responded to other treatments or who have experienced a relapse of their disease. Istodax is available in the form of an intravenous injection and is usually given once a week for four weeks, followed by a two-week break. The dosage and frequency of treatment are determined by the patient's age, weight, and the severity of their condition..

Istodax is generally well-tolerated, but it can cause side effects in some people, including fatigue, nausea, and diarrhea. It may also interact with certain medications, such as antacids and proton pump inhibitors, so it is important to inform your healthcare provider of all medications you are taking..

Summary

From all the above, this molecule is a medication used to treat cutaneous T-cell lymphoma (CTCL), a rare type of cancer that affects the skin and immune system. It belongs to a class of drugs known as histone deacetylase inhibitors and works by blocking the activity of an enzyme called histone deacetylase. Istodax is available in the form of an intravenous injection and is usually given once a week for four weeks, followed by a two-week break. It is generally well-tolerated, but it can cause side effects in some people and may interact with certain medications. It is important to inform your healthcare provider of all medications you are taking before taking Istodax..

3D structure

Cartesian coordinates

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

2D drawing

 

Istodax OHRURASPPZQGQM-GCCNXGTGSA-N chemical compound 2D structure molecule svg
Istodax

 

Molecule descriptors

 
IUPAC name(1S,4S,7Z,10S,16E,21R)-7-ethylidene-4,21-di(propan-2-yl)-2-oxa-12,13-dithia-5,8,20,23-tetrazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone
InChI codeInChI=1S/C24H36N4O6S2/c1-6-16-21(30)28-20(14(4)5)24(33)34-15-9-7-8-10-35-36-12-17(22(31)25-16)26-23(32)19(13(2)3)27-18(29)11-15/h6-7,9,13-15,17,19-20H,8,10-12H2,1-5H3,(H,25,31)(H,26,32)(H,27,29)(H,28,30)/b9-7+,16-6-/t15-,17-,19-,20+/m1/s1
InChI KeyOHRURASPPZQGQM-GCCNXGTGSA-N
SMILESC/C=C1\NC(=O)[C@H]2CSSCC/C=C/[C@H](CC(=O)N[C@H](C(C)C)C(=O)N2)OC(=O)[C@H](C(C)C)NC1=O

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.

  • (1S,4S,7Z,10S,16E,21R)-7- ethylidene-4,21-di(propan-2-yl)-2-oxa-12,13-dithia-5,8,20,23- tetrazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone
  • (1S,4S,7Z,10S,16E,21R)-7-Ethylidene-4,21-bis(1-methylethyl)-2-oxa-12,13-dithia-5,8,20,23-tetraazabicyclo(8.7.6)tricos-16-ene-3,6,9,19,22-pentone
  • (1S,4S,7Z,10S,16E,21R)-7-ethylidene-4,21-bis(1methylethyl)-2-oxa-12,13-dithia-5,8,20,23-tetraazabicyclo[8.7.6]tricos-16ene-3,6,9,19,22-pentone
  • (1S,4S,7Z,10S,16E,21R)-7-ethylidene-4,21-bis(propan-2-yl)-2-oxa-12,13-dithia-5,8,20,23-tetraazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone
  • (1S,4S,7Z,10S,16E,21R)-7-ethylidene-4,21-di(propan-2-yl)-2-oxa-12,13-dithia-5,8,20,23-tetraazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone
  • (1S,4S,7Z,10S,16E,21R)-7-ethylidene-4,21-di(propan-2-yl)-2-oxa-12,13-dithia-5,8,20,23-tetrazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone
  • (E)-(1S,10S,21R)-7-[(Z)-Ethylidene]-4,21-diisopropyl-2- oxa-12,13-dithia-5,8,20,23- tetraazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone
  • (E)-(1S,10S,21R)-7-[(Z)-Ethylidene]-4,21-diisopropyl-2- oxa-12,13-dithia-5,8,20,23-tetraazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone
  • 128517-07-7
  • AB01273968-01
  • API0005301
  • Antibiotic FR 901228
  • BDBM19151
  • C24H36N4O6S2
  • CS-0985
  • CX3T89XQBK
  • CYCLO((2Z)-2-AMINO-2-BUTENOYL-L-VALYL-(3S,4E)-3-HYDROXY-7-MERCAPTO-4-HEPTENOYL-D-VALYL-D-CYSTEINYL), CYCLIC (3->5)-DISULPHIDE
  • Cyclo((2Z)-2-amino-2-butenoyl-L-valyl-(3S,4E)-3-hydroxy-7-mercapto-4-heptenoyl-D-valyl-D-cysteinyl), cyclic (3->5)-disulfide
  • Cyclo[(2Z)-2-amino-2-butenoyl-L-val yl-(3S,4E)-3-hydroxy-7-mercapto-4-heptenoyl-D-valy l-D-cysteinyl], cyclic (3-5) disulfide
  • Cyclo[(2Z)-2-amino-2-butenoyl-L-valyl-(3S,4E)-3-hydroxy-7-mercapto-4-heptenoyl-D-valyl-D-cysteinyl], cyclic (3-5) disulfide
  • Chromadax
  • D06637
  • DB06176
  • Depsipeptide
  • FK 228
  • FK-228
  • FK-901228
  • FK228
  • FR 901228
  • FR-901228
  • FR901228
  • GTPL7006
  • HDInhib_000006
  • HY-15149
  • Istodax
  • L-Valine,3-didehydro-2- aminobutanoyl-,.xi.-lactone, cyclic (1.fwdarw.2)-disulfide
  • L-Valine,3-didehydro-2-aminobutanoyl-,.xi.-lactone, cyclic (1.fwdarw.2)-disulfide
  • MFCD18433404
  • NSC 630176
  • NSC-630176
  • NSC-754143
  • NSC630176
  • NSC754143
  • OXA-12,8,20,23-TETRAZABICYCLO[8.7.6]TRICOSANE, CYCLIC PEPTIDE DERIV.
  • Probes1_000153
  • Probes2_000337
  • Q7363205
  • Romidepsin
  • Romidepsin (FK228 ,depsipeptide)
  • Romidepsin (FK228)
  • Romidepsin (JAN/USAN/INN)
  • Romidepsin; FK-228
  • SR-01000941579
  • SR-01000941579-1
  • romidepsina
  • romidepsine
  • romidepsinum
  • s3020

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3935130
  • CHEMBL343448
  • CHEBI:61080
  • SCHEMBL677497

Physico-Chemical properties

IUPAC name(1S,4S,7Z,10S,16E,21R)-7-ethylidene-4,21-di(propan-2-yl)-2-oxa-12,13-dithia-5,8,20,23-tetrazabicyclo[8.7.6]tricos-16-ene-3,6,9,19,22-pentone
Molecular formulaC24H36N4O6S2
Molecular weight540.696
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity156.44
LogP2.7
Topological polar surface area193.3

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.