4-({4-[(6-CHLORO-1-BENZOTHIEN-2-YL)SULFONYL]-2-OXOPIPERAZIN-1-YL}METHYL)BENZENECARBOXIMIDAMIDE

Identification

Name
4-({4-[(6-CHLORO-1-BENZOTHIEN-2-YL)SULFONYL]-2-OXOPIPERAZIN-1-YL}METHYL)BENZENECARBOXIMIDAMIDE
Accession Number
DB08495
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 462.973
Monoisotopic: 462.058709581
Chemical Formula
C20H19ClN4O3S2
InChI Key
VXONTEUOQXFJJS-UHFFFAOYSA-N
InChI
InChI=1S/C20H19ClN4O3S2/c21-16-6-5-15-9-19(29-17(15)10-16)30(27,28)25-8-7-24(18(26)12-25)11-13-1-3-14(4-2-13)20(22)23/h1-6,9-10H,7-8,11-12H2,(H3,22,23)
IUPAC Name
4-({4-[(6-chloro-1-benzothiophen-2-yl)sulfonyl]-2-oxopiperazin-1-yl}methyl)benzene-1-carboximidamide
SMILES
NC(=N)C1=CC=C(CN2CCN(CC2=O)S(=O)(=O)C2=CC3=C(S2)C=C(Cl)C=C3)C=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCoagulation factor XNot 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
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

References

General References
Not Available
External Links
PubChem Compound
447362
PubChem Substance
99444966
ChemSpider
394488
BindingDB
12594
ChEMBL
CHEMBL48813
ZINC
ZINC000002047636
PDBe Ligand
RTR
PDB Entries
1nfy

Clinical Trials

Clinical Trials
Not Available

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 Solubility0.0103 mg/mLALOGPS
logP2.33ALOGPS
logP2.26ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)17.01ChemAxon
pKa (Strongest Basic)11.48ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area107.56 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity127.33 m3·mol-1ChemAxon
Polarizability46.66 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9921
Blood Brain Barrier+0.5912
Caco-2 permeable-0.7125
P-glycoprotein substrateSubstrate0.8088
P-glycoprotein inhibitor INon-inhibitor0.5861
P-glycoprotein inhibitor IINon-inhibitor0.5503
Renal organic cation transporterInhibitor0.5489
CYP450 2C9 substrateNon-substrate0.6831
CYP450 2D6 substrateNon-substrate0.7943
CYP450 3A4 substrateSubstrate0.5313
CYP450 1A2 substrateNon-inhibitor0.78
CYP450 2C9 inhibitorNon-inhibitor0.6906
CYP450 2D6 inhibitorNon-inhibitor0.8531
CYP450 2C19 inhibitorInhibitor0.5415
CYP450 3A4 inhibitorNon-inhibitor0.7604
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5575
Ames testNon AMES toxic0.6228
CarcinogenicityNon-carcinogens0.7689
BiodegradationNot ready biodegradable0.9958
Rat acute toxicity2.5381 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8338
hERG inhibition (predictor II)Inhibitor0.5925
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

Taxonomy

Description
This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Alpha amino acids and derivatives
Alternative Parents
1-benzothiophenes / 2,3,5-trisubstituted thiophenes / N-alkylpiperazines / Organosulfonamides / Aryl chlorides / Benzene and substituted derivatives / Tertiary carboxylic acid amides / Sulfonyls / Heteroaromatic compounds / Lactams
show 8 more
Substituents
Alpha-amino acid or derivatives / 1-benzothiophene / Benzothiophene / 2,3,5-trisubstituted thiophene / N-alkylpiperazine / Aryl chloride / Aryl halide / Monocyclic benzene moiety / 1,4-diazinane / Piperazine
show 27 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Details
1. Coagulation factor X
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Factor Xa is a vitamin K-dependent glycoprotein that converts prothrombin to thrombin in the presence of factor Va, calcium and phospholipid during blood clotting.
Gene Name
F10
Uniprot ID
P00742
Uniprot Name
Coagulation factor X
Molecular Weight
54731.255 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 15:32 / Updated on March 01, 2020 20:19

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