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Record Information
Version2.0
Created at2022-09-06 19:16:48 UTC
Updated at2022-09-06 19:16:48 UTC
NP-MRD IDNP0236389
Secondary Accession NumbersNone
Natural Product Identification
Common Name5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-1-methylimidazol-2-yl]imino}-2-hydroxy-3-methylimidazol-4-one
Description4-({4-[(2H-1,3-benzodioxol-5-yl)methyl]-1-methyl-1H-imidazol-2-yl}imino)-2-hydroxy-1-methyl-4,5-dihydro-1H-imidazol-5-one belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. 5-{[4-(2h-1,3-benzodioxol-5-ylmethyl)-1-methylimidazol-2-yl]imino}-2-hydroxy-3-methylimidazol-4-one is found in Clathrina clathrus and Notodoris gardineri. 4-({4-[(2H-1,3-benzodioxol-5-yl)methyl]-1-methyl-1H-imidazol-2-yl}imino)-2-hydroxy-1-methyl-4,5-dihydro-1H-imidazol-5-one is a very strong basic compound (based on its pKa).
Structure
Thumb
SynonymsNot Available
Chemical FormulaC16H15N5O4
Average Mass341.3270 Da
Monoisotopic Mass341.11240 Da
IUPAC Name4-({4-[(2H-1,3-benzodioxol-5-yl)methyl]-1-methyl-1H-imidazol-2-yl}amino)-1-methyl-2,5-dihydro-1H-imidazole-2,5-dione
Traditional Nameclathridine
CAS Registry NumberNot Available
SMILES
CN1C=C(CC2=CC=C3OCOC3=C2)N=C1NC1=NC(=O)N(C)C1=O
InChI Identifier
InChI=1S/C16H15N5O4/c1-20-7-10(5-9-3-4-11-12(6-9)25-8-24-11)17-15(20)18-13-14(22)21(2)16(23)19-13/h3-4,6-7H,5,8H2,1-2H3,(H,17,18,19,23)
InChI KeyDNQGARKMDHLOGM-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Clathrina clathrusLOTUS Database
Notodoris gardineriLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids and derivatives
Alternative Parents
Substituents
  • Alpha-amino acid or derivatives
  • Benzodioxole
  • 1,2,4-trisubstituted-imidazole
  • Trisubstituted imidazole
  • Aminoimidazole
  • Imidazolinone
  • N-substituted imidazole
  • Benzenoid
  • Azole
  • Heteroaromatic compound
  • Dicarboximide
  • Imidazole
  • 3-imidazoline
  • Carbonic acid derivative
  • Acetal
  • Amidine
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Carboxylic acid amidine
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.15ALOGPS
logP1.2ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)13.24ChemAxon
pKa (Strongest Basic)6.82ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area98.05 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity87.04 m³·mol⁻¹ChemAxon
Polarizability34.46 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound135499602
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]