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Identification
Name2,5-Diaziridin-1-Yl-3-(Hydroxymethyl)-6-Methylcyclohexa-2,5-Diene-1,4-Dione
Accession NumberDB04090  (EXPT02778)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
UNIIIJ5CEP760Y
CAS numberNot Available
WeightAverage: 234.2512
Monoisotopic: 234.100442324
Chemical FormulaC12H14N2O3
InChI KeyJKDLOGLNPDVUCX-UHFFFAOYSA-N
InChI
InChI=1S/C12H14N2O3/c1-7-9(13-2-3-13)12(17)8(6-15)10(11(7)16)14-4-5-14/h15H,2-6H2,1H3
IUPAC Name
2,5-bis(aziridin-1-yl)-3-(hydroxymethyl)-6-methylcyclohexa-2,5-diene-1,4-dione
SMILES
CC1=C(N2CC2)C(=O)C(CO)=C(N2CC2)C1=O
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
NAD(P)H dehydrogenase [quinone] 1ProteinunknownNot AvailableHumanP15559 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9918
Blood Brain Barrier-0.6136
Caco-2 permeable-0.5275
P-glycoprotein substrateSubstrate0.5517
P-glycoprotein inhibitor INon-inhibitor0.5865
P-glycoprotein inhibitor IIInhibitor0.5726
Renal organic cation transporterNon-inhibitor0.7658
CYP450 2C9 substrateNon-substrate0.74
CYP450 2D6 substrateNon-substrate0.803
CYP450 3A4 substrateNon-substrate0.6656
CYP450 1A2 substrateNon-inhibitor0.6781
CYP450 2C9 inhibitorNon-inhibitor0.7866
CYP450 2D6 inhibitorNon-inhibitor0.8647
CYP450 2C19 inhibitorNon-inhibitor0.7733
CYP450 3A4 inhibitorNon-inhibitor0.8756
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9024
Ames testAMES toxic0.596
CarcinogenicityNon-carcinogens0.8815
BiodegradationNot ready biodegradable0.7613
Rat acute toxicity2.5956 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.601
hERG inhibition (predictor II)Non-inhibitor0.8841
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility44.2 mg/mLALOGPS
logP0.22ALOGPS
logP-0.49ChemAxon
logS-0.72ALOGPS
pKa (Strongest Acidic)14.87ChemAxon
pKa (Strongest Basic)-0.56ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area60.39 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity64.97 m3·mol-1ChemAxon
Polarizability23.64 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as p-benzoquinones. These are benzoquinones where the two C=O groups are attached at the 1- and 4-positions, respectively.
KingdomOrganic compounds
Super ClassOrganooxygen compounds
ClassCarbonyl compounds
Sub ClassKetones
Direct ParentP-benzoquinones
Alternative Parents
Substituents
  • P-benzoquinone
  • N-vinylaziridine
  • Vinylaziridine
  • Vinylogous amide
  • Tertiary amine
  • Azacycle
  • Organoheterocyclic compound
  • Enamine
  • Aziridine
  • Hydrocarbon derivative
  • Primary alcohol
  • Organonitrogen compound
  • Amine
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Superoxide dismutase activity
Specific Function:
The enzyme apparently serves as a quinone reductase in connection with conjugation reactions of hydroquinons involved in detoxification pathways as well as in biosynthetic processes such as the vitamin K-dependent gamma-carboxylation of glutamate residues in prothrombin synthesis.
Gene Name:
NQO1
Uniprot ID:
P15559
Molecular Weight:
30867.405 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
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Drug created on June 13, 2005 07:24 / Updated on August 17, 2016 12:24