SULFAMETHAZINE

/static/temp/default.svg

Search structure


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


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


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)

Physicochemical Descriptors

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

Bioactivity

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	-	-	-	-	91

Assay Description	Organism	Bioactivity	Reference
Inhibition of human CYP2C9 assessed as (S)-Flurbiprofen hydroxylation	Homo sapiens	-18.8 %
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	Cricetulus griseus	90.46 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	Cricetulus griseus	97.37 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging	Homo sapiens	1.35 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate	Severe acute respiratory syndrome coronavirus 2	12.62 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.04 %		Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging	Chlorocebus sabaeus	-0.04 %

Related Entries

Environmental Exposure

Environmental Exposure Map

Countries
Bangladesch

Cross References

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

CONTENTS

PREMIER has received funding from the 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 this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).