Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1512)
Drug Name
Sulfapyridine
Synonyms
Septipulmon; Solfapiridina; Streptosilpyridine; Sulfapiridina; Sulfapyridinum; Sulfidin; Sulfidine; Sulphapyridine; Adiplon; Coccoclase; Dagenan; Eubasin; Eubasinum; Haptocil; N(sup 1)-2-Pyridylsulfanilamide; N-2-Pyridylsulfanilamide; N1-2-Pyridylsulfanilamide; Piridazol; Plurazol; Pyriamid; Pyridazol; Relbapiridina; Thioseptal; Trianon; sulfapyridine; 144-83-2; 2-Sulfanilamidopyridin; 2-Sulfanilamidopyridine; 2-Sulfanilylaminopyridine; 2-Sulfapyridine; 4-amino-N-pyridin-2-ylbenzenesulfonamide; Ronin
Indication Dermatitis herpetiformis [ICD11: EB44] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 249.29 Topological Polar Surface Area 93.5
Heavy Atom Count 17 Rotatable Bond Count 3
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
5336
PubChem SID
70988 ; 96525 ; 603199 ; 855656 ; 866442 ; 5631195 ; 7820105 ; 7849492 ; 7980704 ; 8149538 ; 8153278 ; 10321924 ; 10508192 ; 11112302 ; 11335391 ; 11360630 ; 11363890 ; 11366452 ; 11369014 ; 11372864 ; 11373890 ; 11377176 ; 11461602 ; 11466790 ; 11467910 ; 11485181 ; 11486479 ; 11489139 ; 11491588 ; 11492161 ; 11494810 ; 15221159 ; 17140599 ; 24899692 ; 26611930 ; 26679786 ; 26746948 ; 29224390 ; 46506991 ; 47291019 ; 47365061 ; 47365062 ; 47515199 ; 47662144 ; 47736350 ; 48110333 ; 48110334 ; 48424128 ; 49698734 ; 49855022
ChEBI ID
CHEBI:132842
CAS Number
144-83-2
TTD Drug ID
D0D4CY
Formula
C11H11N3O2S
Canonical SMILES
C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N
InChI
1S/C11H11N3O2S/c12-9-4-6-10(7-5-9)17(15,16)14-11-3-1-2-8-13-11/h1-8H,12H2,(H,13,14)
InChIKey
GECHUMIMRBOMGK-UHFFFAOYSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
N-acetylsufapyridine DM000376 N. A. Conjugation - Acetylation 1 [3]
OH-sulfapyridine DM000378 N. A. Oxidation - Hydroxylation 1 [3]
Sulfapyridine glucuronide DM000379 N. A. Conjugation - Glucuronidation 1 [6]
Acetylated sulfapyridine glucuronide DM000377 N. A. Conjugation - Glucuronidation 2 [6]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR002285 Sulfapyridine N-acetylsufapyridine Conjugation - Acetylation NAT2 [3]
MR002286 Sulfapyridine OH-sulfapyridine Oxidation - Hydroxylation Unclear [3]
MR002287 Sulfapyridine Sulfapyridine glucuronide Conjugation - Glucuronidation Unclear [6]
MR002284 N-acetylsufapyridine Acetylated sulfapyridine glucuronide Conjugation - Glucuronidation Unclear [6]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
N-acetyltransferase 2 (NAT2) DME0051 Homo sapiens
ARY2_HUMAN
2.3.1.5
[2]
RNA cytidine acetyltransferase (hALP) DME0007 Homo sapiens
NAT10_HUMAN
2.3.1.5
[3]
Unclear metabolic mechanism (DME-unclear) DME1288 Shewanella oneidensis Not Available Not Available [4] , [5]
References
1 Sulfapyridine was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Effects of NAT2 polymorphism on SASP pharmacokinetics in Chinese population Clin Chim Acta. 2009 Sep;407(1-2):30-5. doi: 10.1016/j.cca.2009.06.025.
3 Effects of NAT2 polymorphism on SASP pharmacokinetics in Chinese population. Clin Chim Acta. 2009 Sep;407(1-2):30-5.
4 Biodegradation of sulfonamides by Shewanella oneidensis MR-1 and Shewanella sp. strain MR-4. Biodegradation. 2018 Apr;29(2):129-140.
5 The 285 kDa Bap/RTX hybrid cell surface protein (SO4317) of Shewanella oneidensis MR-1 is a key mediator of biofilm formation. Res Microbiol. 2010 Mar;161(2):144-52.
6 Small bowel absorption of sulfasalazine and its hepatic metabolism in human beings, cats, and rats Gastroenterology. 1979 Aug;77(2):280-4.

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