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Identification
Name(6AR,11AS,11BR)-10-ACETYL-9-HYDROXY-7,7-DIMETHYL-2,6,6A,7,11A,11B-HEXAHYDRO-11H-PYRROLO[1',2':2,3]ISOINDOLO[4,5,6-CD]INDOL-11-ONE
Accession NumberDB07604
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 336.3844
Monoisotopic: 336.147392516
Chemical FormulaC20H20N2O3
InChI KeyRLOAZVAJNNPPDI-DQYPLSBCSA-N
InChI
InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,25H,7H2,1-3H3/t12-,16+,17+/m1/s1
IUPAC Name
(2R,3S,9R)-5-acetyl-6-hydroxy-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.0^{2,9}.0^{3,7}.0^{15,18}]octadeca-1(17),5,11(18),12,14-pentaen-4-one
SMILES
[H][C@@]12CC3=C4C(NC=C4[C@]1([H])[C@]1([H])N(C(O)=C(C(C)=O)C1=O)C2(C)C)=CC=C3
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassIsoindoles and Derivatives
SubclassNot Available
Direct parentIsoindoles and Derivatives
Alternative parentsIndoles; Pyrrolizines; Benzene and Substituted Derivatives; Pyrrolidines; Pyrroles; Pyrrolines; Ketones; Tertiary Amines; Polyamines; Enolates; Acetals; Isoindlines
Substituentspyrrolizine; benzene; pyrrole; pyrrolidine; pyrroline; ketone; tertiary amine; acetal; enolate; polyamine; amine; carbonyl group; organonitrogen compound
Classification descriptionThis compound belongs to the isoindoles and derivatives. These are polycyclic compounds containing an isoindole moiety, which is structurally characterized by a cyclohexadiene fused to a pyrrole ring.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
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
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.9969
Blood Brain Barrier - 0.8148
Caco-2 permeable - 0.5701
P-glycoprotein substrate Substrate 0.6655
P-glycoprotein inhibitor I Non-inhibitor 0.5146
P-glycoprotein inhibitor II Inhibitor 0.5886
Renal organic cation transporter Non-inhibitor 0.886
CYP450 2C9 substrate Non-substrate 0.6963
CYP450 2D6 substrate Non-substrate 0.8243
CYP450 3A4 substrate Substrate 0.6359
CYP450 1A2 substrate Inhibitor 0.9107
CYP450 2C9 substrate Inhibitor 0.8948
CYP450 2D6 substrate Non-inhibitor 0.8507
CYP450 2C19 substrate Non-inhibitor 0.545
CYP450 3A4 substrate Non-inhibitor 0.831
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.8241
Ames test AMES toxic 0.8248
Carcinogenicity Non-carcinogens 0.8408
Biodegradation Not ready biodegradable 1.0
Rat acute toxicity 3.6118 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9941
hERG inhibition (predictor II) Non-inhibitor 0.8769
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.69e-01 g/lALOGPS
logP2.47ALOGPS
logP3.08ChemAxon
logS-3.3ALOGPS
pKa (strongest acidic)3.56ChemAxon
pKa (strongest basic)2ChemAxon
physiological charge-2ChemAxon
hydrogen acceptor count4ChemAxon
hydrogen donor count2ChemAxon
polar surface area73.4ChemAxon
rotatable bond count1ChemAxon
refractivity104ChemAxon
polarizability36.18ChemAxon
number of rings5ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound65261
PubChem Substance99444075
ChemSpider58753
HETCZA
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Sarcoplasmic/endoplasmic reticulum calcium ATPase 1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 O14983 Details

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

Comments
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Drug created on September 15, 2010 15:24 / Updated on September 16, 2013 18:07