GLYBURIDE

Search structure
Trade Names:
Synonyms:
Status: Approved (1984)
Entry Type: Small molecule
Molecule Category: Parent
UNII: SX6K58TVWC

Structure
InChI Key ZNNLBTZKUZBEKO-UHFFFAOYSA-N
Smile COc1ccc(Cl)cc1C(=O)NCCc1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1
InChI
InChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29)

Physicochemical Descriptors

Property Name Value
Molecular Formula C23H28ClN3O5S
Molecular Weight 494.01
AlogP 3.64
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 8.0
Polar Surface Area 113.6
Molecular species ACID
Aromatic Rings 2.0
Heavy Atoms 33.0

Pharmacology

Action Mechanism of Action Reference
BLOCKER Sulfonylurea receptor 1, Kir6.2 blocker
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C9
- 1602 - - -
Enzyme Hydrolase
- 300000 - -
Enzyme Oxidoreductase
- 3-24 - - -
Enzyme Protease Serine protease Serine protease PA clan Serine protease S1A subfamily
- 6-8 - - -
Enzyme Transferase
- - - - 7.89-13.62
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -15.12--13.18
Ion channel Other ion channel Chloride channel Cystic fibrosis transmembrane conductance regulator
- 15000 - - -
Ion channel Other ion channel Pore-forming toxins (proteins and peptides)
- 238600 - - 35
Ion channel Voltage-gated ion channel Potassium channels Inwardly rectifying potassium channel
- 220 - 130 0-87
Ion channel Voltage-gated ion channel Potassium channels Two-pore domain potassium channel
- - - - 3.6
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 74000-74131.02 - - -
Membrane receptor
- - 40400 - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group C Nuclear hormone receptor subfamily 1 group C member 2
- - - - 21.5
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group C Nuclear hormone receptor subfamily 1 group C member 3
2300 - - 660 77.5
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC15 family of peptide transporters
- - - 25000 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- 1400-21000 - - 49.3-59.94
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - 12300 0.3
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 1500-260100 - 27500 -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 10500 - 130 0-87
Transporter Primary active transporter ATP-binding cassette ABCG subfamily
- 150000-150000 - - -
Unclassified protein
- 10000-10000 - 1671 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Diabetes, Gestational 3 D016640 ClinicalTrials
Brain Injuries 2 D001930 ClinicalTrials
Diabetes Mellitus, Type 1 2 D003922 ClinicalTrials
Stroke 2 D020521 ClinicalTrials
Spinal Cord Injuries 1 D013119 ClinicalTrials
Angina, Stable 1 D060050 ClinicalTrials
Ischemic Stroke 1 D000083242 ClinicalTrials

Related Entries

MCS

Scaffolds

Mixture

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
11.25
Nervous system disorders
10.94
Metabolism and nutrition disorders
10.44
Investigations
9.55
Injury, poisoning and procedural complications
8.01
Endocrine disorders
7.37
Gastrointestinal disorders
5.3
Psychiatric disorders
4.87
Vascular disorders
4.44
Cardiac disorders
4.26
Respiratory, thoracic and mediastinal disorders
3.72
Skin and subcutaneous tissue disorders
3.29
Immune system disorders
2.85
Musculoskeletal and connective tissue disorders
2.71
Renal and urinary disorders
2.43

Cross References

Resources Reference
CAS NUMBER 10238-21-8
ChEBI 5441
ChEMBL CHEMBL472
DrugBank DB01016
DrugCentral 1314
EPA CompTox DTXSID0037237
FDA SRS SX6K58TVWC
Human Metabolome Database HMDB15151
Guide to Pharmacology 2414
KEGG C07022
PDB GBM
PharmGKB PA449782
PubChem 3488
SureChEMBL SCHEMBL22009
ZINC ZINC000000537805
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