Nocardamine

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

What is the Nocardamine?

The molecule Nocardamine presents a molecular formula of C27H48N6O9 and its IUPAC name is 1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone.

Nocardamine is a molecule that is being studied for its potential use in treating cancer. It is a derivative of the naturally occurring compound nocardicin A, which belongs in the soil bacterium Nocardia asteroides. Nocardamine has shown promise in preclinical studies, but has not yet been tested in humans..

Nocardamine works by inhibiting an enzyme called topoisomerase II, which is essential for the proper function of DNA. By inhibiting this enzyme, nocardamine prevents cancer cells from replicating. Nocardamine has been shown to be effective against a variety of cancer cell types, including breast, lung, and colon cancer..

Nocardamine is currently in clinical trials for the treatment of solid tumors. If these trials are successful, nocardamine could become a valuable new treatment option for cancer patients..

3D structure

Cartesian coordinates

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

2D drawing

 

Nocardamine NHKCCADZVLTPPO-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Nocardamine

 

Molecule descriptors

 
IUPAC name1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone
InChI codeInChI=1S/C27H48N6O9/c34-22-10-14-26(38)32(41)20-8-3-6-18-30-24(36)12-15-27(39)33(42)21-9-2-5-17-29-23(35)11-13-25(37)31(40)19-7-1-4-16-28-22/h40-42H,1-21H2,(H,28,34)(H,29,35)(H,30,36)
InChI KeyNHKCCADZVLTPPO-UHFFFAOYSA-N
SMILESO=C1CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN1

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.

  • 1,12,23-Trihydroxy-1,6,12,17,23,28-hexaazacyclotritriacontane-2,5,13,16,24,27-hexaone
  • 1,12,23-trihydroxy-1,6,12,17,23,28-hexaazacyclotritriacontane-2,5,13,16,24,27-hexone
  • 1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone
  • 1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-triquinone
  • 1,12,23-tris(oxidanyl)-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone
  • 1,6,12,17,23,28-Hexaazacyclotritriacontane-2,5,13,16,24,27-hexone, 1,12,23-trihydroxy-
  • 26605-16-3
  • ACon0_001491
  • ACon1_001281
  • BDBM47827
  • BS-1596
  • DEFERRIFERRIOXAMINE E
  • Deferrioxamine E
  • HMS2268B17
  • J-016496
  • MEGxm0_000122
  • MLS000876815
  • MLS003559977
  • NCGC00180673-01
  • Nocardamin
  • Nocardamine
  • Nocardamine; Norcardamin; Deferrioxamine E; Desferri-ferrioxamin-E; Proferrioxamine-E
  • PROFERRIOXAMINE E
  • Q27122069
  • Q645668975
  • SMR000440583
  • cid_161532
  • desferrioxamine E

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC17545546
  • UNII-Q645668975
  • DTXSID00181161
  • CHEMBL505734
  • CHEBI:50437
  • SCHEMBL3725976

Physico-Chemical properties

IUPAC name1,12,23-trihydroxy-1,6,12,17,23,28-hexazacyclotritriacontane-2,5,13,16,24,27-hexone
Molecular formulaC27H48N6O9
Molecular weight600.705
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity173.76
LogP1.7
Topological polar surface area208.9

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.