NAV

N-(5-CHLORO-BENZO[B]THIOPHEN-3-YLMETHYL)-2-[6-CHLORO-OXO-3-(2-PYRIDIN-2-YL-ETHYLAMINO)-2H-PYRAZIN-1-YL]-ACETAMIDE

Identification

Generic Name
N-(5-CHLORO-BENZO[B]THIOPHEN-3-YLMETHYL)-2-[6-CHLORO-OXO-3-(2-PYRIDIN-2-YL-ETHYLAMINO)-2H-PYRAZIN-1-YL]-ACETAMIDE
DrugBank Accession Number
DB07165
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 492.421
Monoisotopic: 491.094951109
Chemical Formula
C22H23Cl2N5O2S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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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
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
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
1-benzothiophenes / Aminopyrazines / Pyridines and derivatives / Aryl chlorides / Benzenoids / Imidolactams / Thiophenes / Heteroaromatic compounds / Secondary carboxylic acid amides / Propargyl-type 1,3-dipolar organic compounds
show 10 more
Substituents
1-benzothiophene / Alkanolamine / Alkyl chloride / Alkyl halide / Alpha-amino acid or derivatives / Amidine / Aminopyrazine / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide
show 24 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
pyrazines, organochlorine compound, 1-benzothiophenes, aminoalkylpyridine (CHEBI:47132)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
SOBGXPPOYFFGTK-UGKGYDQZSA-N
InChI
InChI=1S/C22H23Cl2N5O2S/c23-15-4-5-18-17(9-15)14(13-32-18)10-27-20(30)12-29-19(24)11-28-21(22(29)31)26-8-6-16-3-1-2-7-25-16/h1-5,7,9,13,19,22,31H,6,8,10-12H2,(H,26,28)(H,27,30)/t19-,22-/m0/s1
IUPAC Name
N-[(5-chloro-1-benzothiophen-3-yl)methyl]-2-[(2R,6S)-2-chloro-6-hydroxy-5-{[2-(pyridin-2-yl)ethyl]amino}-1,2,3,6-tetrahydropyrazin-1-yl]acetamide
SMILES
[H][C@@]1(Cl)CN=C(NCCC2=NC=CC=C2)[C@]([H])(O)N1CC(=O)NCC1=CSC2=CC=C(Cl)C=C12

References

General References
Not Available
PubChem Compound
46937056
PubChem Substance
99443636
ChemSpider
25061077
ZINC
ZINC000053683847
PDBe Ligand
5CB
PDB Entries
2bvx

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
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 Solubility0.00589 mg/mLALOGPS
logP3.09ALOGPS
logP2.73Chemaxon
logS-4.9ALOGPS
pKa (Strongest Acidic)12.19Chemaxon
pKa (Strongest Basic)7.76Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count3Chemaxon
Polar Surface Area89.85 Å2Chemaxon
Rotatable Bond Count7Chemaxon
Refractivity125.74 m3·mol-1Chemaxon
Polarizability49.75 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9622
Blood Brain Barrier-0.5467
Caco-2 permeable-0.665
P-glycoprotein substrateSubstrate0.735
P-glycoprotein inhibitor INon-inhibitor0.7027
P-glycoprotein inhibitor IIInhibitor0.5714
Renal organic cation transporterNon-inhibitor0.513
CYP450 2C9 substrateNon-substrate0.6684
CYP450 2D6 substrateNon-substrate0.7787
CYP450 3A4 substrateSubstrate0.5895
CYP450 1A2 substrateInhibitor0.5647
CYP450 2C9 inhibitorInhibitor0.5855
CYP450 2D6 inhibitorNon-inhibitor0.6462
CYP450 2C19 inhibitorInhibitor0.5151
CYP450 3A4 inhibitorNon-inhibitor0.6678
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5341
Ames testNon AMES toxic0.6629
CarcinogenicityNon-carcinogens0.8762
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.4939 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9282
hERG inhibition (predictor II)Inhibitor0.753
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/MSsplash10-0006-0020900000-2f9e25bcd3ac73dbbf6f
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-0170900000-453343c68199b0d171c1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-052f-0730900000-b70d99833e31c50cfc4b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-000l-3288900000-2266b0186455db934b4d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fu6-2921500000-bfe869b86968b146c0bb
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-000l-6790400000-8ac263dfedd15dc73415
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]-195.12856
predicted
DeepCCS 1.0 (2019)
[M+H]+197.52412
predicted
DeepCCS 1.0 (2019)
[M+Na]+203.43663
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Prothrombin
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. [Article]

Drug created at September 15, 2010 21:19 / Updated at June 12, 2020 16:52