NAV

4-{[(E)-2-(5-CHLOROTHIEN-2-YL)VINYL]SULFONYL}-1-(1H-PYRROLO[3,2-C]PYRIDIN-2-YLMETHYL)PIPERAZIN-2-ONE

Identification

Generic Name
4-{[(E)-2-(5-CHLOROTHIEN-2-YL)VINYL]SULFONYL}-1-(1H-PYRROLO[3,2-C]PYRIDIN-2-YLMETHYL)PIPERAZIN-2-ONE
DrugBank Accession Number
DB08488
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 436.936
Monoisotopic: 436.043059517
Chemical Formula
C18H17ClN4O3S2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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

Adverse Effects
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Toxicity

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
Chemical TaxonomyProvided by Classyfire
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
Pyrrolopyridines / 2,5-disubstituted thiophenes / N-alkylpiperazines / Aryl chlorides / Organic sulfonamides / Organosulfonamides / Pyridines and derivatives / Substituted pyrroles / Tertiary carboxylic acid amides / Sulfonyls
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Substituents
1,4-diazinane / 2,5-disubstituted thiophene / Alpha-amino acid or derivatives / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Azacycle / Carbonyl group / Carboxamide group / Heteroaromatic compound
show 25 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
PLWVUIRWJVKSSD-XBXARRHUSA-N
InChI
InChI=1S/C18H17ClN4O3S2/c19-17-2-1-15(27-17)4-8-28(25,26)23-7-6-22(18(24)12-23)11-14-9-13-10-20-5-3-16(13)21-14/h1-5,8-10,21H,6-7,11-12H2/b8-4+
IUPAC Name
4-[(1E)-2-(5-chlorothiophen-2-yl)ethenesulfonyl]-1-({1H-pyrrolo[3,2-c]pyridin-2-yl}methyl)piperazin-2-one
SMILES
ClC1=CC=C(S1)\C=C\S(=O)(=O)N1CCN(CC2=CC3=C(N2)C=CN=C3)C(=O)C1

References

General References
Not Available
PubChem Compound
447360
PubChem Substance
99444959
ChemSpider
394486
ZINC
ZINC000006183120
PDBe Ligand
RRR
PDB Entries
1nfw

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 Solubility0.0267 mg/mLALOGPS
logP2.03ALOGPS
logP1.4Chemaxon
logS-4.2ALOGPS
pKa (Strongest Acidic)13.9Chemaxon
pKa (Strongest Basic)8.33Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area86.37 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity107.79 m3·mol-1Chemaxon
Polarizability43.41 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.7332
Caco-2 permeable-0.6871
P-glycoprotein substrateSubstrate0.7166
P-glycoprotein inhibitor IInhibitor0.7547
P-glycoprotein inhibitor IINon-inhibitor0.6175
Renal organic cation transporterNon-inhibitor0.542
CYP450 2C9 substrateNon-substrate0.6548
CYP450 2D6 substrateNon-substrate0.7706
CYP450 3A4 substrateSubstrate0.6388
CYP450 1A2 substrateNon-inhibitor0.7306
CYP450 2C9 inhibitorNon-inhibitor0.697
CYP450 2D6 inhibitorNon-inhibitor0.6724
CYP450 2C19 inhibitorInhibitor0.783
CYP450 3A4 inhibitorInhibitor0.935
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9248
Ames testNon AMES toxic0.6193
CarcinogenicityNon-carcinogens0.7675
BiodegradationNot ready biodegradable0.9964
Rat acute toxicity2.5791 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.6548
hERG inhibition (predictor II)Inhibitor0.5322
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/MSsplash10-000i-0000900000-5c1f3db271c3230a82f7
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000i-0001900000-69d35d00937bce36e696
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0111900000-cfec83f990ae800e0c39
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000l-0361900000-4de8f815a449d991453e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-01q9-0940100000-8de4f727d8f1adcd4a4c
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000w-9851100000-76f06c1d968fcd605198
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-192.05441
predicted
DeepCCS 1.0 (2019)
[M+H]+194.4124
predicted
DeepCCS 1.0 (2019)
[M+Na]+200.75221
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. 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. [Article]

Drug created at September 15, 2010 21:32 / Updated at June 12, 2020 16:52