THIENO[3,2-B]PYRIDINE-2-SULFONIC ACID [2-OXO-1-(1H-PYRROLO[2,3-C]PYRIDIN-2-YLMETHYL)-PYRROLIDIN-3-YL]-AMIDE

Identification

Generic Name
THIENO[3,2-B]PYRIDINE-2-SULFONIC ACID [2-OXO-1-(1H-PYRROLO[2,3-C]PYRIDIN-2-YLMETHYL)-PYRROLIDIN-3-YL]-AMIDE
DrugBank Accession Number
DB08426
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 427.5
Monoisotopic: 427.077280815
Chemical Formula
C19H17N5O3S2
Synonyms
Not Available

Pharmacology

Indication

Not Available

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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
Thienopyridines / Pyrrolopyridines / 2,3,5-trisubstituted thiophenes / Substituted pyrroles / Pyrrolidine-2-ones / Pyridines and derivatives / Organosulfonamides / N-alkylpyrrolidines / Tertiary carboxylic acid amides / Aminosulfonyl compounds
show 8 more
Substituents
2,3,5-trisubstituted thiophene / 2-pyrrolidone / Alpha-amino acid or derivatives / Aminosulfonyl compound / Aromatic heteropolycyclic compound / Azacycle / Carbonyl group / Carboxamide group / Heteroaromatic compound / Hydrocarbon derivative
show 23 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
pyrrolidinone, sulfonamide, pyrrolopyridine, thienopyridine (CHEBI:45087)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
PLXOQMHGHDZMSX-AWEZNQCLSA-N
InChI
InChI=1S/C19H17N5O3S2/c25-19-14(23-29(26,27)18-9-15-17(28-18)2-1-5-21-15)4-7-24(19)11-13-8-12-3-6-20-10-16(12)22-13/h1-3,5-6,8-10,14,22-23H,4,7,11H2/t14-/m0/s1
IUPAC Name
N-[(3S)-2-oxo-1-({1H-pyrrolo[2,3-c]pyridin-2-yl}methyl)pyrrolidin-3-yl]thieno[3,2-b]pyridine-2-sulfonamide
SMILES
[H][C@@]1(CCN(CC2=CC3=C(N2)C=NC=C3)C1=O)NS(=O)(=O)C1=CC2=C(S1)C=CC=N2

References

General References
Not Available
PubChem Compound
445481
PubChem Substance
99444897
ChemSpider
393112
BindingDB
14057
ChEMBL
CHEMBL1235423
ZINC
ZINC000003815573
PDBe Ligand
PR2
PDB Entries
1f0s

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 Solubility0.0457 mg/mLALOGPS
logP1.28ALOGPS
logP0.76Chemaxon
logS-4ALOGPS
pKa (Strongest Acidic)8.63Chemaxon
pKa (Strongest Basic)5.5Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area108.05 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity106.85 m3·mol-1Chemaxon
Polarizability43.92 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9914
Blood Brain Barrier+0.7209
Caco-2 permeable-0.736
P-glycoprotein substrateSubstrate0.696
P-glycoprotein inhibitor IInhibitor0.6413
P-glycoprotein inhibitor IIInhibitor0.6023
Renal organic cation transporterNon-inhibitor0.649
CYP450 2C9 substrateNon-substrate0.6535
CYP450 2D6 substrateNon-substrate0.7259
CYP450 3A4 substrateSubstrate0.5367
CYP450 1A2 substrateNon-inhibitor0.8015
CYP450 2C9 inhibitorNon-inhibitor0.7114
CYP450 2D6 inhibitorNon-inhibitor0.5524
CYP450 2C19 inhibitorInhibitor0.7094
CYP450 3A4 inhibitorInhibitor0.863
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8185
Ames testNon AMES toxic0.6837
CarcinogenicityNon-carcinogens0.8192
BiodegradationNot ready biodegradable0.9837
Rat acute toxicity2.3453 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8352
hERG inhibition (predictor II)Inhibitor0.7014
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/MSsplash10-004i-0040900000-42892c925e7816acfc73
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0140900000-5776cb9b98dafcb9a2dc
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0000900000-3c2687209fccec33c8af
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0332900000-3bdc26c75a60786d62e7
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0hh9-0930300000-98aca551d3b11bd68a0a
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001l-2921100000-bfe28fea25be65745a63
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]-190.786
predicted
DeepCCS 1.0 (2019)
[M+H]+193.144
predicted
DeepCCS 1.0 (2019)
[M+Na]+199.87967
predicted
DeepCCS 1.0 (2019)

Targets

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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. [Article]

Drug created at September 15, 2010 21:31 / Updated at June 12, 2020 16:52