Barbituric acid, 5-allyl-5-(1-methylbutyl)-, (S)-(-)-

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Barbituric acid, 5-allyl-5-(1-methylbutyl)-, (S)-(-)- are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Barbituric acid, 5-allyl-5-(1-methylbutyl)-, (S)-(-)-?

The molecule Barbituric acid, 5-allyl-5-(1-methylbutyl)-, (S)-(-)- presents a molecular formula of C12H18N2O3 and its IUPAC name is 5-[(2S)-pentan-2-yl]-5-prop-2-enyl-1,3-diazinane-2,4,6-trione.

Barbituric acid, 5-allyl-5-(1-methylbutyl)-, (S)-(-)- is a molecule that belongs to the class of organic compounds known as barbituric acids. These are compounds containing a barbituric acid moiety, which consists of a urea derivative in which one of the nitrogen atoms is replaced by a carbon atom..

3D structure

Cartesian coordinates

Geometry of Barbituric acid, 5-allyl-5-(1-methylbutyl)-, (S)-(-)- in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Barbituric acid, 5-allyl-5-(1-methylbutyl)-, (S)-(-)- KQPKPCNLIDLUMF-QMMMGPOBSA-N chemical compound 2D structure molecule svg
Barbituric acid, 5-allyl-5-(1-methylbutyl)-, (S)-(-)-

 

Molecule descriptors

 
IUPAC name5-[(2S)-pentan-2-yl]-5-prop-2-enyl-1,3-diazinane-2,4,6-trione
InChI codeInChI=1S/C12H18N2O3/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17)/t8-/m0/s1
InChI KeyKQPKPCNLIDLUMF-QMMMGPOBSA-N
SMILESC=CCC1([C@@H](C)CCC)C(=O)NC(=O)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.

  • (-)-SECOBARBITAL
  • (?)-Secobarbital
  • (S)-(-)-SECONAL
  • (S)-(-)-Secobarbital
  • (S)-5-ALLYL-5-(2'-PENTYL)BARBITURIC ACID
  • (S)-secobarbital
  • 2,4,6(1H,3H,5H)-PYRIMIDINETRIONE, 5-((1S)-1-METHYLBUTYL)-5-(2-PROPEN-1-YL)-
  • 2,4,6(1H,3H,5H)-PYRIMIDINETRIONE, 5-((1S)-1-METHYLBUTYL)-5-(2-PROPENYL)-
  • 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(1-methylbutyl)-5-(2-propenyl)-, (S)-
  • 20224-45-7
  • 5-(1-Methylbutyl)-5-propenylbarbituric acid (quinal barbitone)
  • 5-[(2S)-pentan-2-yl]-5-prop-2-enyl-1,3-diazinane-2,4,6-trione
  • BARBITURIC ACID, 5-ALLYL-5-(1-METHYLBUTYL)-, (S)-(-)-
  • Barbituric acid, 5-allyl-5-(1-methylbutyl)-, (S)-(-)-
  • DSSTox_CID_28800
  • DSSTox_GSID_48874
  • DSSTox_RID_83069
  • FG3SCI1960
  • HMS2272L06
  • MLS002320681
  • NCGC00247331-01
  • NCGC00247331-02
  • NCGC00247712-01
  • Q27277973
  • Quinal barbitone
  • R-(+)-Secobarbital
  • S(-)-5-Allyl-5-(1-methylbutyl)-barbituric acid
  • S(-)-Secobarbital
  • SECOBARBITAL, (S)-
  • SMR001338827
  • Secobarbital, (-)-

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC2005550
  • CAS-22328-94-5
  • UNII-FG3SCI1960
  • DTXSID2048874
  • CHEMBL2144731
  • Tox21_112868
  • SCHEMBL80735

Physico-Chemical properties

IUPAC name5-[(2S)-pentan-2-yl]-5-prop-2-enyl-1,3-diazinane-2,4,6-trione
Molecular formulaC12H18N2O3
Molecular weight238.283
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity71.37
LogP2.0
Topological polar surface area75.3

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.