Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00679)
Name
Tiopronin
Synonyms    Click to Show/Hide the Synonyms of This API
tiopronin; N-(2-Mercaptopropionyl)glycine; Acadione; Captimer; Thiopronine; Mucolysin; Epatiol; Thiola; Thiosol; 2-(2-sulfanylpropanoylamino)acetic acid; Tiopronin (Thiola); Glycine, N-(2-mercapto-1-oxopropyl)-; A-MERCAPTOPROPIONYL GLYCINE; 2-(2-Mercaptopropanamido)acetic acid; CHEMBL1314; N-(2-mercaptopropanoyl)glycine; Thiopronin; CHEBI:32229; Glycine, N-(2-mercapto-1-oxopropyl)- (9CI); NCGC00159422-02; NCGC00159422-04; Sutilan; Tiopronine; DSSTox_CID_3678; DSSTox_RID_77142; DSSTox_GSID_23678; Thiolpropionamidoacetic acid; Tioglis; Vincol; CAS-1953-02-2; Meprin (detoxicant); N-(2-Mercapto-1-oxopropyl)glycine; Tiopronine [INN-French]; Tioproninum [INN-Latin]; Tiopronino [INN-Spanish]; (2-Mercaptopropionyl)glycine; Tiopronin [INN:DCF:JAN]; Tiopronino; Tioproninum; CCRIS 1935; EINECS 217-778-4; Thiola (TN); BRN 1859822; PubChem15029; Tiopronin (JAN/INN); (S)-2-(2-Mercaptopropanamido)acetic Acid; GLYCINE, N-(2-MERCAPTOPROPIONYL)-; 2-mercapto-propionylglycine; (2-mercaptopropanoyl)glycine; SCHEMBL19989; MLS006010632; alpha-mercaptopropionyl glycine; N-(2-Sulfanylpropanoyl)glycine; DTXSID4023678; n-(2-mercaptopropionyl) glycine; N-(2-mercaptopropanoyl) glycine; Acadione; Capen; Epatiol; Vincol; HMS3264B11; HMS3655L15; Pharmakon1600-01506190; BCP13354; HY-B0373; Tox21_111654; ANW-41587; BDBM50020805; MFCD00004861; MFCD30157366; NSC760416; SBB057668; (2-Mercaptopropionylamino)acetic acid; AKOS015895408; N-(2-Mercaptopropionyl)glycine, 99%; Tox21_111654_1; AC-2087; CCG-214007; DB06823; MCULE-8593628629; NSC-760416; (2-Mercapto-propionylamino)-acetic acid; NCGC00159422-03; 2-(2-sulfanylpropanoylamino)ethanoic acid; 3625-85-2; AK501603; AS-12522; SMR001550282; SY262996; FT-0603530; FT-0653686; ST51006782; SW219206-1; Tiopronin, VETRANAL(TM), analytical standard; 2-[(2-mercapto-1-oxopropyl)amino]acetic acid; C12876; D01430; AB00376096_02; 953T022; A813794; Q414456; SR-01000942263; J-012651; SR-01000942263-1; TIOPRONIN, Dextiopronin, Tiopronin (n-2-mercaptopropionyl glycine)
Clinical Status
Approved
Disease Indication Urinary calculus ICD-11: GB70 [1]
PubChem CID
5483
Formula
C5H9NO3S
Canonical SMILES
CC(C(=O)NCC(=O)O)S
InChI
1S/C5H9NO3S/c1-3(10)5(9)6-2-4(7)8/h3,10H,2H2,1H3,(H,6,9)(H,7,8)
InChIKey
YTGJWQPHMWSCST-UHFFFAOYSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=5483"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 163.2 Topological Polar Surface Area 67.4
XlogP -0.1 Complexity 148
Heavy Atom Count 10 Rotatable Bond Count 3
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 4
Full List of Drug Formulations (DFMs) Containing This API
          Tiopronin 100 mg tablet Click to Show/Hide the Full List of Formulation(s):          1 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Fd&c red no. 40; Aluminum oxide
                   Dosage Form Oral Tablet
                   Company Mission Pharmacal Company
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 4.7 uM) [2]
Allura red AC dye DIG Info Solute carrier SLCO2B1 (Ki = 2.59 uM) [3]
References
1 FDA label for approved tiopronin from the official website of the U.S. Food and Drug Administration.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 Bacterial metabolism rescues the inhibition of intestinal drug absorption by food and drug additives. Proc Natl Acad Sci U S A. 2020 Jul 7;117(27):16009-16018.

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