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Identification
Name6-CHLORO-1-(2-{[(5-CHLORO-1-BENZOTHIEN-3-YL)METHYL]AMINO}ETHYL)-3-[(2-PYRIDIN-2-YLETHYL)AMINO]-1,4-DIHYDROPYRAZIN-2-OL
Accession NumberDB07521
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 484.485
Monoisotopic: 483.162636743
Chemical FormulaC22H31Cl2N5OS
InChI KeyYHTGPUXGIBWHPN-WEYGHZABSA-N
InChI
InChI=1S/C22H31Cl2N5OS/c23-16-4-5-19-18(11-16)15(14-31-19)12-25-9-10-29-20(24)13-28-21(22(29)30)27-8-6-17-3-1-2-7-26-17/h4-5,11,14,17,20,22,25-26,30H,1-3,6-10,12-13H2,(H,27,28)/t17-,20+,22-/m0/s1
IUPAC Name
(2S,6S)-6-chloro-1-(2-{[(5-chloro-1-benzothiophen-3-yl)methyl]amino}ethyl)-3-({2-[(2S)-piperidin-2-yl]ethyl}amino)-1,2,5,6-tetrahydropyrazin-2-ol
SMILES
[H][C@@]1(CCNC2=NC[C@]([H])(Cl)N(CCNCC3=CSC4=CC=C(Cl)C=C34)[C@@]2([H])O)CCCCN1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassHeterocyclic Compounds
ClassBenzothiophenes
SubclassNot Available
Direct parentBenzothiophenes
Alternative parentsChlorobenzenes; Aminopyrazines; Piperidines; Aryl Chlorides; Thiophenes; Tertiary Amines; Dialkylamines; Carboxamidines; Polyamines; Organochlorides; Alkyl Chlorides
Substituentsaminopyrazine; chlorobenzene; aryl chloride; benzene; piperidine; aryl halide; thiophene; tertiary amine; amidine; polyamine; secondary amine; secondary aliphatic amine; carboxylic acid amidine; organochloride; organohalogen; amine; organonitrogen compound; alkyl halide; alkyl chloride
Classification descriptionThis compound belongs to the benzothiophenes. These are organic compounds containing a benzene fused to a thiepine ring (a five-member ring with six carbon atoms and one sulfur atom).
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 + 0.891
Blood Brain Barrier - 0.5596
Caco-2 permeable - 0.647
P-glycoprotein substrate Substrate 0.847
P-glycoprotein inhibitor I Non-inhibitor 0.5327
P-glycoprotein inhibitor II Inhibitor 0.8471
Renal organic cation transporter Inhibitor 0.5157
CYP450 2C9 substrate Non-substrate 0.6413
CYP450 2D6 substrate Non-substrate 0.7325
CYP450 3A4 substrate Substrate 0.5644
CYP450 1A2 substrate Inhibitor 0.6045
CYP450 2C9 substrate Non-inhibitor 0.5912
CYP450 2D6 substrate Non-inhibitor 0.527
CYP450 2C19 substrate Inhibitor 0.5376
CYP450 3A4 substrate Non-inhibitor 0.7988
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.5778
Ames test Non AMES toxic 0.6147
Carcinogenicity Non-carcinogens 0.9024
Biodegradation Not ready biodegradable 1.0
Rat acute toxicity 2.5621 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.8216
hERG inhibition (predictor II) Inhibitor 0.856
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.00388ALOGPS
logP2.76ALOGPS
logP3.1ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)12.21ChemAxon
pKa (Strongest Basic)10.51ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area71.92 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity128.43 m3·mol-1ChemAxon
Polarizability52.39 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound46937078
PubChem Substance99443992
HETC2D
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Prothrombin

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Prothrombin P00734 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

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Drug created on September 15, 2010 15:23 / Updated on September 16, 2013 18:06