Identification
Name3,4-DIHYDRO-4-OXO-3-((5-TRIFLUOROMETHYL-2-BENZOTHIAZOLYL)METHYL)-1-PHTHALAZINE ACETIC ACID
Accession NumberDB08772
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs CP-73,850
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
UNII1PV3S9WP3D
CAS numberNot Available
WeightAverage: 419.377
Monoisotopic: 419.05514657
Chemical FormulaC19H12F3N3O3S
InChI KeyBCSVCWVQNOXFGL-UHFFFAOYSA-N
InChI
InChI=1S/C19H12F3N3O3S/c20-19(21,22)10-5-6-15-14(7-10)23-16(29-15)9-25-18(28)12-4-2-1-3-11(12)13(24-25)8-17(26)27/h1-7H,8-9H2,(H,26,27)
IUPAC Name
2-(4-oxo-3-{[5-(trifluoromethyl)-1,3-benzothiazol-2-yl]methyl}-3,4-dihydrophthalazin-1-yl)acetic acid
SMILES
OC(=O)CC1=NN(CC2=NC3=C(S2)C=CC(=C3)C(F)(F)F)C(=O)C2=C1C=CC=C2
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Aldo-keto reductase family 1 member B10ProteinunknownNot AvailableHumanO60218 details
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 Solubility0.00117 mg/mLALOGPS
logP3.21ALOGPS
logP3.63ChemAxon
logS-5.5ALOGPS
pKa (Strongest Acidic)3.97ChemAxon
pKa (Strongest Basic)2.31ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area82.86 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity98.22 m3·mol-1ChemAxon
Polarizability37.59 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9908
Blood Brain Barrier+0.6608
Caco-2 permeable-0.5917
P-glycoprotein substrateNon-substrate0.6462
P-glycoprotein inhibitor INon-inhibitor0.8346
P-glycoprotein inhibitor IINon-inhibitor0.951
Renal organic cation transporterNon-inhibitor0.8142
CYP450 2C9 substrateNon-substrate0.7828
CYP450 2D6 substrateNon-substrate0.8215
CYP450 3A4 substrateSubstrate0.5299
CYP450 1A2 substrateInhibitor0.5734
CYP450 2C9 inhibitorNon-inhibitor0.5283
CYP450 2D6 inhibitorNon-inhibitor0.8802
CYP450 2C19 inhibitorNon-inhibitor0.6019
CYP450 3A4 inhibitorNon-inhibitor0.866
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5535
Ames testNon AMES toxic0.6455
CarcinogenicityNon-carcinogens0.7984
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.4673 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9923
hERG inhibition (predictor II)Non-inhibitor0.8198
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 phthalazinones. These are compounds containing a phthalazine bearing a ketone group.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassDiazanaphthalenes
Direct ParentPhthalazinones
Alternative ParentsBenzothiazoles / Pyridazinones / Benzenoids / Thiazoles / Heteroaromatic compounds / Lactams / Azacyclic compounds / Carboxylic acids / Monocarboxylic acids and derivatives / Hydrocarbon derivatives
SubstituentsPhthalazinone / 1,3-benzothiazole / Pyridazinone / Pyridazine / Benzenoid / Azole / Heteroaromatic compound / Thiazole / Lactam / Carboxylic acid derivative
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptorsorganofluorine compound, benzothiazoles, phthalazines (CHEBI:46609 )

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Retinal dehydrogenase activity
Specific Function:
Acts as all-trans-retinaldehyde reductase. Can efficiently reduce aliphatic and aromatic aldehydes, and is less active on hexoses (in vitro). May be responsible for detoxification of reactive aldehydes in the digested food before the nutrients are passed on to other organs.
Gene Name:
AKR1B10
Uniprot ID:
O60218
Uniprot Name:
Aldo-keto reductase family 1 member B10
Molecular Weight:
36019.295 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 ]
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 15:34 / Updated on June 24, 2017 13:28