Identification
Name2[4-BROMO-2-FLUOROPHENYL)METHYL]-6-FLUOROSPIRO[ISOQUINOLINE-4-(1H),3'-PYRROLIDINE]-1,2',3,5'(2H)-TETRONE
Accession NumberDB07450
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: 449.202
Monoisotopic: 447.987025907
Chemical FormulaC19H11BrF2N2O4
InChI KeyBMHZAHGTGIZZCT-LJQANCHMSA-N
InChI
InChI=1S/C19H11BrF2N2O4/c20-10-2-1-9(14(22)5-10)8-24-16(26)12-4-3-11(21)6-13(12)19(18(24)28)7-15(25)23-17(19)27/h1-6H,7-8H2,(H,23,25,27)/t19-/m1/s1
IUPAC Name
(4R)-2-[(4-bromo-2-fluorophenyl)methyl]-6-fluoro-2,3-dihydro-1H-spiro[isoquinoline-4,3'-pyrrolidine]-1,2',3,5'-tetrone
SMILES
FC1=CC=C2C(=O)N(CC3=CC=C(Br)C=C3F)C(=O)[C@]3(CC(=O)NC3=O)C2=C1
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Aldose reductaseProteinunknownNot AvailableHumanP15121 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 Solubility0.012 mg/mLALOGPS
logP2.42ALOGPS
logP2.5ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)8.43ChemAxon
pKa (Strongest Basic)-6.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area83.55 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity96.73 m3·mol-1ChemAxon
Polarizability36.95 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9907
Blood Brain Barrier+0.9583
Caco-2 permeable-0.538
P-glycoprotein substrateNon-substrate0.5058
P-glycoprotein inhibitor IInhibitor0.5514
P-glycoprotein inhibitor IINon-inhibitor0.8302
Renal organic cation transporterNon-inhibitor0.662
CYP450 2C9 substrateNon-substrate0.8841
CYP450 2D6 substrateNon-substrate0.7935
CYP450 3A4 substrateSubstrate0.599
CYP450 1A2 substrateNon-inhibitor0.7476
CYP450 2C9 inhibitorNon-inhibitor0.7107
CYP450 2D6 inhibitorNon-inhibitor0.8624
CYP450 2C19 inhibitorNon-inhibitor0.6033
CYP450 3A4 inhibitorNon-inhibitor0.6566
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.565
Ames testNon AMES toxic0.7013
CarcinogenicityNon-carcinogens0.854
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.4178 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9883
hERG inhibition (predictor II)Non-inhibitor0.7893
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 benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassIsoquinolines and derivatives
Direct ParentBenzylisoquinolines
Alternative Parents1,3-isoquinolinediones / Isoquinolones and derivatives / Tetrahydroisoquinolines / Bromobenzenes / Fluorobenzenes / Pyrrolidine-2-ones / Aryl bromides / Aryl fluorides / N-substituted carboxylic acid imides / N-unsubstituted carboxylic acid imides
SubstituentsBenzylisoquinoline / 1,3-isoquinolinedione / Isoquinolone / Tetrahydroisoquinoline / Bromobenzene / Fluorobenzene / Halobenzene / Aryl bromide / Aryl fluoride / Aryl halide
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Glyceraldehyde oxidoreductase activity
Specific Function:
Catalyzes the NADPH-dependent reduction of a wide variety of carbonyl-containing compounds to their corresponding alcohols with a broad range of catalytic efficiencies.
Gene Name:
AKR1B1
Uniprot ID:
P15121
Uniprot Name:
Aldose reductase
Molecular Weight:
35853.125 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 15:21 / Updated on June 11, 2017 21:08