sulfamazone   Click here for help

GtoPdb Ligand ID: 13711

Synonyms: Marespin® | sulphenazone
Approved drug
sulfamazone is an approved drug
Compound class: Synthetic organic
Comment: Sulfamazone is a sulfonamide antibacterial compound [3].
2D Structure
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2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

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Hydrogen bond acceptors 13
Hydrogen bond donors 3
Rotatable bonds 9
Topological polar surface area 186.83
Molecular weight 560.61
XLogP -0.05
No. Lipinski's rules broken 2

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES CC1=C(C(NC2=CC=C(C=C2)S(=O)(=O)NC3=CC=C(N=N3)OC)S(=O)(=O)O)C(=O)N(C4=CC=CC=C4)N1C
Isomeric SMILES CC1=C(C(=O)N(N1C)C2=CC=CC=C2)C(NC3=CC=C(C=C3)S(=O)(=O)NC4=NN=C(C=C4)OC)S(=O)(=O)O
InChI InChI=1S/C23H24N6O7S2/c1-15-21(23(30)29(28(15)2)17-7-5-4-6-8-17)22(38(33,34)35)24-16-9-11-18(12-10-16)37(31,32)27-19-13-14-20(36-3)26-25-19/h4-14,22,24H,1-3H3,(H,25,27)(H,33,34,35)
InChI Key BGLHAKAJGYLSOX-UHFFFAOYSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes.
IUPAC Name Click here for help
(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)-[[4-[(6-methoxypyridazin-3-yl)sulfamoyl]phenyl]amino]methanesulfonic acid
International Nonproprietary Names Click here for help
INN number INN
4506 sulfamazone
Synonyms Click here for help
Marespin® | sulphenazone
Database Links Click here for help
Specialist databases
Antibiotic DB Antibiotic DB Database logo Sulfamazone
Other databases
CAS Registry No. 65761-24-2 (source: Scifinder)
ChEBI CHEBI:131763
ChEMBL Ligand CHEMBL2104921
DrugBank Ligand DB13556
DrugCentral Ligand 2509
GtoPdb PubChem SID 507750345
PubChem CID 187764
Search Google for chemical match using the InChIKey BGLHAKAJGYLSOX-UHFFFAOYSA-N
Search Google for chemicals with the same backbone BGLHAKAJGYLSOX
Search PubMed clinical trials sulfamazone
Search PubMed titles sulfamazone
Search PubMed titles/abstracts sulfamazone
UniChem Compound Search for chemical match using the InChIKey BGLHAKAJGYLSOX-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey BGLHAKAJGYLSOX-UHFFFAOYSA-N