(3Z,6S)-6-Chloro-1-(2-{[(5-chloro-1-benzothiophen-3-yl)methyl]amino}ethyl)-3-({2-[(2R)-2-piperidinyl]ethyl}imino)-2-piperazinol

Identification

Name
(3Z,6S)-6-Chloro-1-(2-{[(5-chloro-1-benzothiophen-3-yl)methyl]amino}ethyl)-3-({2-[(2R)-2-piperidinyl]ethyl}imino)-2-piperazinol
Accession Number
DB07521
Description
Not Available
Type
Small Molecule
Groups
Experimental
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Structure
Thumb
Weight
Average: 484.485
Monoisotopic: 483.162636743
Chemical Formula
C22H31Cl2N5OS
Synonyms
  • (3S)-3-Chloro-4-[2-[(5-chloro-1-benzothiophen-3-yl)methylamino]ethyl]-6-[2-[(2R)-piperidin-2-yl]ethylamino]-3,5-dihydro-2H-pyrazin-5-ol

Pharmacology

Indication
Not Available
Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
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Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UProthrombinNot AvailableHumans
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half-life
Not Available
Clearance
Not Available
Adverse Effects
Learn about our commercial Adverse Effects data.
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Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Classification
Not classified

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
YHTGPUXGIBWHPN-IKQMYLSPSA-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?/m1/s1
IUPAC Name
(3Z,6S)-6-chloro-1-(2-{[(5-chloro-1-benzothiophen-3-yl)methyl]amino}ethyl)-3-({2-[(2R)-piperidin-2-yl]ethyl}imino)piperazin-2-ol
SMILES
[H][[email protected]]1(CC\N=C2/NC[[email protected]]([H])(Cl)N(CCNCC3=CSC4=CC=C(Cl)C=C34)C2O)CCCCN1

References

General References
Not Available
PubChem Compound
131704305
PubChem Substance
99443992
ChemSpider
64873351
PDBe Ligand
C2D
PDB Entries
2bxt

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.00386 mg/mLALOGPS
logP2.69ALOGPS
logP3.12ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)12.21ChemAxon
pKa (Strongest Basic)10.42ChemAxon
Physiological Charge3ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area71.92 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity128.43 m3·mol-1ChemAxon
Polarizability52.15 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.891
Blood Brain Barrier-0.5596
Caco-2 permeable-0.647
P-glycoprotein substrateSubstrate0.847
P-glycoprotein inhibitor INon-inhibitor0.5327
P-glycoprotein inhibitor IIInhibitor0.8471
Renal organic cation transporterInhibitor0.5157
CYP450 2C9 substrateNon-substrate0.6413
CYP450 2D6 substrateNon-substrate0.7325
CYP450 3A4 substrateSubstrate0.5644
CYP450 1A2 substrateInhibitor0.6045
CYP450 2C9 inhibitorNon-inhibitor0.5912
CYP450 2D6 inhibitorNon-inhibitor0.527
CYP450 2C19 inhibitorInhibitor0.5376
CYP450 3A4 inhibitorNon-inhibitor0.7988
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5778
Ames testNon AMES toxic0.6147
CarcinogenicityNon-carcinogens0.9024
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5621 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8216
hERG inhibition (predictor II)Inhibitor0.856
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Targets

Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Thrombospondin receptor activity
Specific Function
Thrombin, which cleaves bonds after Arg and Lys, converts fibrinogen to fibrin and activates factors V, VII, VIII, XIII, and, in complex with thrombomodulin, protein C. Functions in blood homeostas...
Gene Name
F2
Uniprot ID
P00734
Uniprot Name
Prothrombin
Molecular Weight
70036.295 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]

Drug created on September 15, 2010 15:23 / Updated on June 12, 2020 10:52

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