Identification
Name1-METHYL-5-(2-PHENOXYMETHYL-PYRROLIDINE-1-SULFONYL)-1H-INDOLE-2,3-DIONE
Accession NumberDB08213
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: 400.448
Monoisotopic: 400.10929245
Chemical FormulaC20H20N2O5S
InChI KeyPFAYCUAUBOGVDX-AWEZNQCLSA-N
InChI
InChI=1S/C20H20N2O5S/c1-21-18-10-9-16(12-17(18)19(23)20(21)24)28(25,26)22-11-5-6-14(22)13-27-15-7-3-2-4-8-15/h2-4,7-10,12,14H,5-6,11,13H2,1H3/t14-/m0/s1
IUPAC Name
1-methyl-5-{[(2S)-2-(phenoxymethyl)pyrrolidin-1-yl]sulfonyl}-2,3-dihydro-1H-indole-2,3-dione
SMILES
[H][C@@]1(COC2=CC=CC=C2)CCCN1S(=O)(=O)C1=CC2=C(C=C1)N(C)C(=O)C2=O
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Caspase-3ProteinunknownNot AvailableHumanP42574 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 Solubility0.0535 mg/mLALOGPS
logP1.89ALOGPS
logP1.98ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area83.99 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity103.31 m3·mol-1ChemAxon
Polarizability39.4 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9964
Blood Brain Barrier+0.8889
Caco-2 permeable-0.6298
P-glycoprotein substrateSubstrate0.5
P-glycoprotein inhibitor IInhibitor0.6505
P-glycoprotein inhibitor IIInhibitor0.9391
Renal organic cation transporterNon-inhibitor0.5607
CYP450 2C9 substrateNon-substrate0.5977
CYP450 2D6 substrateNon-substrate0.7414
CYP450 3A4 substrateSubstrate0.6373
CYP450 1A2 substrateNon-inhibitor0.6922
CYP450 2C9 inhibitorInhibitor0.8763
CYP450 2D6 inhibitorNon-inhibitor0.878
CYP450 2C19 inhibitorInhibitor0.8451
CYP450 3A4 inhibitorInhibitor0.8792
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7521
Ames testNon AMES toxic0.5906
CarcinogenicityNon-carcinogens0.7355
BiodegradationNot ready biodegradable0.9612
Rat acute toxicity2.4657 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8868
hERG inhibition (predictor II)Inhibitor0.6824
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 indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassIndoles and derivatives
Direct ParentIndoles and derivatives
Alternative ParentsPhenoxy compounds / Phenol ethers / Aryl ketones / Alkyl aryl ethers / Organosulfonamides / Vinylogous amides / Tertiary carboxylic acid amides / Sulfonyls / Pyrrolidines / Lactams
SubstituentsIndole or derivatives / Phenoxy compound / Phenol ether / Aryl ketone / Alkyl aryl ether / Monocyclic benzene moiety / Organosulfonic acid amide / Benzenoid / Pyrrolidine / Organic sulfonic acid or derivatives
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptorssulfonamide (CHEBI:44274 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Phospholipase a2 activator activity
Specific Function:
Involved in the activation cascade of caspases responsible for apoptosis execution. At the onset of apoptosis it proteolytically cleaves poly(ADP-ribose) polymerase (PARP) at a '216-Asp-|-Gly-217' bond. Cleaves and activates sterol regulatory element binding proteins (SREBPs) between the basic helix-loop-helix leucine zipper domain and the membrane attachment domain. Cleaves and activates caspa...
Gene Name:
CASP3
Uniprot ID:
P42574
Molecular Weight:
31607.58 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 15:29 / Updated on June 11, 2017 21:15