Identification
Name(4-BROMOPHENYL)[4-({(2E)-4-[CYCLOPROPYL(METHYL)AMINO]BUT-2-ENYL}OXY)PHENYL]METHANONE
Accession NumberDB08458
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients 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
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 400.309
Monoisotopic: 399.0833916
Chemical FormulaC21H22BrNO2
InChI KeyJAZMZJDLZUDIDG-NSCUHMNNSA-N
InChI
InChI=1S/C21H22BrNO2/c1-23(19-10-11-19)14-2-3-15-25-20-12-6-17(7-13-20)21(24)16-4-8-18(22)9-5-16/h2-9,12-13,19H,10-11,14-15H2,1H3/b3-2+
IUPAC Name
N-[(2E)-4-[4-(4-bromobenzoyl)phenoxy]but-2-en-1-yl]-N-methylcyclopropanamine
SMILES
CN(C\C=C\COC1=CC=C(C=C1)C(=O)C1=CC=C(Br)C=C1)C1CC1
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Squalene--hopene cyclaseProteinunknownNot AvailableAlicyclobacillus acidocaldarius subsp. acidocaldarius (strain ATCC 27009 / DSM 446 / 104-1A)P33247 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
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.000896 mg/mLALOGPS
logP5.38ALOGPS
logP5.06ChemAxon
logS-5.7ALOGPS
pKa (Strongest Basic)8.98ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.54 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity106.27 m3·mol-1ChemAxon
Polarizability41.08 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.941
Caco-2 permeable+0.6606
P-glycoprotein substrateSubstrate0.6452
P-glycoprotein inhibitor IInhibitor0.5753
P-glycoprotein inhibitor IIInhibitor0.8637
Renal organic cation transporterInhibitor0.722
CYP450 2C9 substrateNon-substrate0.7189
CYP450 2D6 substrateNon-substrate0.6426
CYP450 3A4 substrateSubstrate0.5942
CYP450 1A2 substrateInhibitor0.7081
CYP450 2C9 inhibitorNon-inhibitor0.6099
CYP450 2D6 inhibitorInhibitor0.5758
CYP450 2C19 inhibitorInhibitor0.5306
CYP450 3A4 inhibitorNon-inhibitor0.8846
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6398
Ames testAMES toxic0.5244
CarcinogenicityNon-carcinogens0.7855
BiodegradationNot ready biodegradable0.9964
Rat acute toxicity2.5227 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.5553
hERG inhibition (predictor II)Inhibitor0.5647
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.
KingdomChemical entities
Super ClassOrganic compounds
ClassBenzenoids
Sub ClassBenzene and substituted derivatives
Direct ParentBenzophenones
Alternative ParentsDiphenylmethanes / Aryl-phenylketones / Phenoxy compounds / Phenol ethers / Benzoyl derivatives / Bromobenzenes / Alkyl aryl ethers / Aryl bromides / Trialkylamines / Organopnictogen compounds
SubstituentsBenzophenone / Diphenylmethane / Aryl-phenylketone / Benzoyl / Phenoxy compound / Phenol ether / Aryl ketone / Alkyl aryl ether / Bromobenzene / Halobenzene
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Alicyclobacillus acidocaldarius subsp. acidocaldarius (strain ATCC 27009 / DSM 446 / 104-1A)
Pharmacological action
unknown
General Function:
Squalene-hopene cyclase activity
Specific Function:
Catalyzes the cyclization of squalene into hopene.
Gene Name:
shc
Uniprot ID:
P33247
Molecular Weight:
71569.67 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Drug created on September 15, 2010 15:32 / Updated on June 11, 2017 21:17