Protionamide

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

What is the Protionamide?

The molecule Protionamide presents a molecular formula of C9H12N2S and its IUPAC name is 2-propylpyridine-4-carbothioamide.

Protionamide is a molecule that has been shown to be effective in the treatment of tuberculosis. It is a prodrug of isoniazid, and is metabolized to isonicotinic acid, which is a potent inhibitor of mycobacterial growth. Protionamide has been shown to be effective in the treatment of both drug-sensitive and drug-resistant strains of Mycobacterium tuberculosis..

3D structure

Cartesian coordinates

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

2D drawing

 

Protionamide VRDIULHPQTYCLN-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Protionamide

 

Molecule descriptors

 
IUPAC name2-propylpyridine-4-carbothioamide
InChI codeInChI=1S/C9H12N2S/c1-2-3-8-6-7(9(10)12)4-5-11-8/h4-6H,2-3H2,1H3,(H2,10,12)
InChI KeyVRDIULHPQTYCLN-UHFFFAOYSA-N
SMILESCCCc1cc(C(N)=S)ccn1

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.

  • 1321 TH
  • 1321-TH
  • 14222-60-7
  • 2-Propyl-4-pyridinecarbothioamide
  • 2-Propyl-4-thiocarbamoyl pyridine
  • 2-Propyl-4-thiocarbamoylpyridine
  • 2-Propyl-thioisonicotinamide
  • 2-Propylisonicotinylthioamide
  • 2-Propylthioisonicotinamide
  • 2-propylpyridine-4-carbimidothioic acid
  • 2-propylpyridine-4-carbothioamide
  • 4-Pyridinecarbothioamide, 2-propyl-
  • 76YOO33643
  • 9778 R.P.
  • A807874
  • AB00393463-12
  • AB01093435-02
  • AB01093435_03
  • AB01093435_04
  • AC-4518
  • BBL010291
  • BCP13522
  • BDBM50499814
  • BRN 0118164
  • BSPBio_003564
  • CCG-40049
  • D01195
  • D88012
  • DB-042615
  • DB12667
  • DSSTox_CID_25940
  • DSSTox_GSID_45940
  • DSSTox_RID_81238
  • Ektebin
  • FT-0630412
  • HMS1922D06
  • HMS2090J11
  • HMS2235M12
  • HMS3372K04
  • HMS3655O18
  • HMS3715G13
  • HY-B0306
  • Isonicotinamide, 2-propylthio-
  • KBio3_002911
  • KS-1282
  • KSC-27-052D
  • KUC109576N
  • MFCD00464119
  • MLS000042521
  • MLS001201789
  • MLS006011877
  • NCGC00095164-01
  • NCGC00095164-02
  • NCGC00095164-03
  • NCGC00095164-04
  • NCGC00095164-05
  • NSC 758962
  • NSC-758962
  • NSC758962
  • Opera_ID_999
  • P2302
  • Peteha
  • Pharmakon1600-01505316
  • Prothionamide (JP17)
  • Prothionamidum
  • Protion
  • Protionamid
  • Protionamida
  • Protionamide
  • Protionamide (INN)
  • Protionamide (Prothionamide)
  • Protionamidum
  • Protionizina
  • Q-201638
  • Q866657
  • RP 9778
  • RP-9778
  • SBI-0207058.P001
  • SMR000047660
  • SPECTRUM1505316
  • SR-05000001518
  • SR-05000001518-1
  • SR-05000001518-2
  • SR-05000001518-3
  • STK366469
  • STL454225
  • SW199462-2
  • TH 1321
  • TH-1321
  • Tebeform
  • Trevintix
  • Tuberex
  • prothionamide
  • s1881

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3874803
  • CAS-14222-60-7
  • UNII-76YOO33643
  • AKOS005172678
  • ALBB-010476
  • BRD-K75360161-001-09-9
  • DTXSID7045940
  • CHEMBL1378024
  • CHEBI:32066
  • Tox21_111463
  • Tox21_111463_1
  • EINECS 238-093-7
  • SPBio_000057
  • SCHEMBL74572
  • Spectrum2_000019
  • Spectrum3_001964

Physico-Chemical properties

IUPAC name2-propylpyridine-4-carbothioamide
Molecular formulaC9H12N2S
Molecular weight180.27
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity54.28
LogP2.4
Topological polar surface area71.0

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.