EcoDrugPlus


Synonyms	BN-2409 NSC-67457 NSC-683529 Smz-Med 454 Sulfadimerazine Sulfadimethylpyrimidine Sulfadimidine Sulfadimidinum Sulfamethazine Sulfamethazine (trisulfapyrimidines) Sulfamezathine Sulfamezathine ('s-mez') Sulfamidine
Status
Molecule Category	Free-form
UNII	48U51W007F
EPA CompTox	DTXSID6021290


InChI Key	ASWVTGNCAZCNNR-UHFFFAOYSA-N
Smiles	Cc1cc(C)nc(NS(=O)(=O)c2ccc(N)cc2)n1
InChI	InChI=1S/C12H14N4O2S/c1-8-7-9(2)15-12(14-8)16-19(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3,(H,14,15,16)

Property Name	Value
Molecular Formula	C12H14N4O2S
Molecular Weight	278.34
AlogP	1.48
Hydrogen Bond Acceptor	5.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	3.0
Polar Surface Area	97.97
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	19.0

Mechanism of Action	Action	Reference
Bacterial dihydropteroate synthase inhibitor	INHIBITOR	ISBN PubMed PubMed PubMed PubMed

Targets	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9	-	-	-	-
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides	-	-	-	-	90.46-97.37

	EC50(nM)	IC50(nM)	Kd(nM)	Ki(nM)	Inhibition(%)
Cricetulus griseus	-	-	-	-	90.46-97.37
Homo sapiens	-	-	-	-

Countries
Bangladesch

Resources	Reference
ChEBI	102265
ChEMBL	CHEMBL446
DrugBank	DB01582
DrugCentral	2502
FDA SRS	48U51W007F
Human Metabolome Database	HMDB0015522
KEGG	C19530
PharmGKB	PA451542
PubChem	5327
SureChEMBL	SCHEMBL151305
ZINC	ZINC000000057494

EcoDrug+ was developed under the PREMIER Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information EcoDrug+ contains.

Elements of EcoDrug+ were developed under the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT Center for Science Ltd is thanked for providing computational resources. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).

Content of EcoDrug+ is provided without guarantee for correctness.

Cite Us:

Ashenafi Legehar, Siobhán Monaghan, Mael Briand, Akseli Niemelä, Leo Ghemtio, Ziaurrehman Tanoli, A Ross Brown, Charles R Tyler, Henri Xhaard, EcoDrug PLUS: an advanced database for drug target conservation analysis and environmental risk assessment, Nucleic Acids Research, 2025, gkaf1251 Read...

This work is licensed under Creative Commons Attribution-ShareAlike 4.0 International License

Last update: Monday, 3 November 2025

SULFAMETHAZINE

Structure

Physicochemical Descriptors

Pharmacology

Related Entries

Environmental Exposure

Cross References