Secnidazole (CED0009289)

Record Information
Version1.0
Creation Date2016-05-22 05:25:10 UTC
Update Date2026-08-23 18:08:50 UTC
Accession NumberCHEM018649
Identification
Common NameSecnidazole
ClassSmall Molecule
Description
Secnidazole is an organic compound with the formula C7H11N3O3 and an average molecular weight of 185.18 g/mol. Secnidazole belongs to the imidazoles, a subclass of azoles within the organic compounds. It is classified under the superclass of organoheterocyclic compounds. This substance is found in or released from two recorded sources: pharmaceuticals & veterinary products, specifically combinations of antibacterials and antiprotozoals, as well as healthcare. The recorded exposure route for this compound is oral.
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
SecnidazolChEBI
SecnidazolumChEBI
SecnidalKegg
SolosecKegg
SecnolMeSH
MinovagMeSH
1-(2'-Hydroxypropyl)-2-methyl-5- nitroimidazoleMeSH
SecnidazoleMeSH
SabimaMeSH
Chemical FormulaC7H11N3O3
Average Molecular Mass185.183 g/mol
Monoisotopic Mass185.080 g/mol
CAS Registry Number3366-95-8
IUPAC Name1-(2-methyl-5-nitro-1H-imidazol-1-yl)propan-2-ol
Traditional Namesecnidazole
SMILESCC(O)CN1C(C)=NC=C1N(=O)=O
InChI IdentifierInChI=1S/C7H11N3O3/c1-5(11)4-9-6(2)8-3-7(9)10(12)13/h3,5,11H,4H2,1-2H3
InChI KeyKPQZUUQMTUIKBP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as nitroimidazoles. Nitroimidazoles are compounds containing an imidazole ring which bears a nitro group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzoles
Sub ClassImidazoles
Direct ParentNitroimidazoles
Alternative Parents
Substituents
  • 1,2,5-trisubstituted-imidazole
  • Nitroaromatic compound
  • Nitroimidazole
  • Trisubstituted imidazole
  • N-substituted imidazole
  • Heteroaromatic compound
  • C-nitro compound
  • Secondary alcohol
  • Organic nitro compound
  • Organic oxoazanium
  • Azacycle
  • Allyl-type 1,3-dipolar organic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxide
  • Alcohol
  • Organic zwitterion
  • Organic oxygen compound
  • Organopnictogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility4.88 g/LALOGPS
logP0.25ALOGPS
logP-0.043ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)15.16ChemAxon
pKa (Strongest Basic)3.08ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area83.87 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity45.64 m³·mol⁻¹ChemAxon
Polarizability17.57 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-002f-9800000000-b59246f044d339d8f037Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004r-0900000000-4607b9260ff959d777e0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-3900000000-b3c36444a446482a04bcNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004r-0900000000-4607b9260ff959d777e0Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-3900000000-b3c36444a446482a04bcNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-6900000000-bb5ce14ae9f335233359Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-0900000000-f46e8c3eeb521c00063cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-05fr-0900000000-820a2e0616d6af399e25Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4j-9800000000-18b3cda7d7fdd7b39d62Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0900000000-3504fe640ba7e2ce62f3Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0ac0-5900000000-13f1129331e1ff058408Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9500000000-686cadf6257b09fa429bNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
2462.0Log mg/kg[1400:4400]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
346Combinations of antibacterialsHealthcare, pharmaceuticals & veterinary productsNot Available
385AntiprotozoalsHealthcare, pharmaceuticals & veterinary productsNot Available
Pathways
1 pathway
Secnidazole Drug Metabolism Action Pathway
Secnidazole Drug Metabolism Action Pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structure3-oxoacyl-[acyl-carrier-protein] synthase 3C3TDZ2Escherichia coliPredicted (SEA)0.544945
Click to view 3D structurePancreatic alpha-amylaseP00690Sus scrofaPredicted (SEA)0.778492
Krueppel-like factor 10 structureClick to view 3D structureKrueppel-like factor 10Q13118HumansPredicted (SEA)58.5426
Click to view 3D structureATP-dependent molecular chaperone HSP82C4YTQ8Candida albicans (strain WO-1) (Yeast)Predicted (SEA)1293.62
Click to view 3D structureNitric oxide synthase 3P70313Mus musculusPredicted (SEA)52.6261
Toll-like receptor 9 structureClick to view 3D structureToll-like receptor 9Q9NR96HumansPredicted (SEA)803.56
Photoreceptor-specific nuclear receptor structureClick to view 3D structurePhotoreceptor-specific nuclear receptorQ9Y5X4HumansPredicted (SEA)923.214
Endolysin structureClick to view 3D structureEndolysinP00720Enterobacteria phage T4Predicted (SEA)49.4343
Death-associated protein kinase 3 structureClick to view 3D structureDeath-associated protein kinase 3O43293HumansPredicted (SEA)4443.94
G1/S-specific cyclin-D3 structureClick to view 3D structureG1/S-specific cyclin-D3P30281HumansPredicted (SEA)74.8131
Click to view 3D structureNonstructural protein 1Q194T2Influenza A virusPredicted (SEA)564.952
Sphingosine 1-phosphate receptor 4 structureClick to view 3D structureSphingosine 1-phosphate receptor 4O95977HumansPredicted (SEA)1262.56
Serine/threonine-protein kinase Chk1 structureClick to view 3D structureSerine/threonine-protein kinase Chk1O14757HumansPredicted (SEA)5134.0
LIM domain kinase 1 structureClick to view 3D structureLIM domain kinase 1P53667HumansPredicted (SEA)4602.29
Click to view 3D structureHeat shock factor protein 1P38532Mus musculusPredicted (SEA)1984.14
Type-1 angiotensin II receptor structureClick to view 3D structureType-1 angiotensin II receptorP30556HumansPredicted (SEA)1903.8
Click to view 3D structureTegument protein VP16P06492Herpes simplex virus (type 1 / strain 17)Predicted (SEA)970.391
Click to view 3D structureProtein RecAP9WHJ3Mycobacterium tuberculosisPredicted (SEA)2760.3
Cyclin-dependent kinase 2 structureClick to view 3D structureCyclin-dependent kinase 2P24941HumansPredicted (SEA)5752.98
Mitogen-activated protein kinase 8 structureClick to view 3D structureMitogen-activated protein kinase 8P45983HumansPredicted (SEA)5601.72
Glycogen synthase kinase-3 beta structureClick to view 3D structureGlycogen synthase kinase-3 betaP49841HumansPredicted (SEA)6088.12
Mitogen-activated protein kinase 9 structureClick to view 3D structureMitogen-activated protein kinase 9P45984HumansPredicted (SEA)5525.89
Glycogen synthase kinase-3 alpha structureClick to view 3D structureGlycogen synthase kinase-3 alphaP49840HumansPredicted (SEA)5516.4
Serine/threonine-protein kinase D2 structureClick to view 3D structureSerine/threonine-protein kinase D2Q9BZL6HumansPredicted (SEA)5061.37
Casein kinase I isoform delta structureClick to view 3D structureCasein kinase I isoform deltaP48730HumansPredicted (SEA)5119.91
Concentrations
Not Available
External Links
DrugBank IDDB12834
HMDB IDHMDB0258202
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkSecnidazole
Chemspider ID64839
ChEBI ID140628
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=28337876
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=28372197
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=28697102
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=28967984
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=29323627
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=29327947
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=29635264
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=29684664