2-(6-Chloro-3-{[2,2-difluoro-2-(2-pyridinyl)ethyl]amino}-2-oxo-1(2H)-pyrazinyl)-N-[(2-fluoro-6-pyridinyl)methyl]acetamide

Identification

Generic Name

2-(6-Chloro-3-{[2,2-difluoro-2-(2-pyridinyl)ethyl]amino}-2-oxo-1(2H)-pyrazinyl)-N-[(2-fluoro-6-pyridinyl)methyl]acetamide

DrugBank Accession Number

DB07548

Background

Not Available

Type

Small Molecule

Groups

Experimental

Structure

3D

Download

MOLSDF3D-SDFPDBSMILESInChI

Similar Structures

Structure for 2-(6-Chloro-3-{[2,2-difluoro-2-(2-pyridinyl)ethyl]amino}-2-oxo-1(2H)-pyrazinyl)-N-[(2-fluoro-6-pyridinyl)methyl]acetamide (DB07548)

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Weight

Average: 432.3991
Monoisotopic: 432.152158497

Chemical Formula

C₂₀H₁₉F₃N₆O₂

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

Target	Actions	Organism
UProthrombin	Not Available	Humans

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 aminopyrazines. These are organic compounds containing an amino group attached to a pyrazine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazines

Sub Class

Pyrazines

Direct Parent

Aminopyrazines

Alternative Parents

Secondary alkylarylamines / Pyridines and derivatives / Imidolactams / Aryl fluorides / Heteroaromatic compounds / Secondary carboxylic acid amides / Lactams / Amino acids and derivatives / Azacyclic compounds / Organopnictogen compounds / Organofluorides / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds / Alkyl fluorides

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Substituents

Alkyl fluoride / Alkyl halide / Amine / Amino acid or derivatives / Aminopyrazine / Aromatic heteromonocyclic compound / Aryl fluoride / Aryl halide / Azacycle / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Heteroaromatic compound / Hydrocarbon derivative / Imidolactam / Lactam / Organic nitrogen compound / Organic oxide / Organic oxygen compound / Organofluoride / Organohalogen compound / Organonitrogen compound / Organooxygen compound / Organopnictogen compound / Pyridine / Secondary aliphatic/aromatic amine / Secondary amine / Secondary carboxylic acid amide

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Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

organofluorine compound, pyrazines, aminoalkylpyridine (CHEBI:41493)

Affected organisms

Not Available

Chemical Identifiers

UNII

Not Available

CAS number

312904-60-2

InChI Key

JXHWVKOKYDAROD-UHFFFAOYSA-N

InChI

InChI=1S/C20H19F3N6O2/c1-13-9-27-18(28-12-20(22,23)16-6-2-3-7-25-16)19(31)29(13)11-17(30)26-10-15-14(21)5-4-8-24-15/h2-9H,10-12H2,1H3,(H,26,30)(H,27,28)

IUPAC Name

2-(3-{[2,2-difluoro-2-(pyridin-2-yl)ethyl]amino}-6-methyl-2-oxo-1,2-dihydropyrazin-1-yl)-N-[(3-fluoropyridin-2-yl)methyl]acetamide

SMILES

[H]N(CC1=C(F)C=CC=N1)C(=O)CN1C(C)=CN=C(N([H])CC(F)(F)C2=CC=CC=N2)C1=O

References

General References

Not Available

External Links

PubChem Compound

447219

PubChem Substance

99444019

ChemSpider

394375

BindingDB

50123491

ChEMBL

CHEMBL141889

ZINC

ZINC000000602992

PDBe Ligand

CDA

PDB Entries

1mu6

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">

Phase	Status	Purpose	Conditions	Count

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

Property	Value	Source
Water Solubility	0.0246 mg/mL	ALOGPS
logP	1.83	ALOGPS
logP	0.75	Chemaxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	12.28	Chemaxon
pKa (Strongest Basic)	3.5	Chemaxon
Physiological Charge	0	Chemaxon
Hydrogen Acceptor Count	6	Chemaxon
Hydrogen Donor Count	2	Chemaxon
Polar Surface Area	99.58 Å2	Chemaxon
Rotatable Bond Count	8	Chemaxon
Refractivity	104.66 m3·mol-1	Chemaxon
Polarizability	39.86 Å3	Chemaxon
Number of Rings	3	Chemaxon
Bioavailability	1	Chemaxon
Rule of Five	Yes	Chemaxon
Ghose Filter	Yes	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Predicted ADMET Features

Property	Value	Probability
Human Intestinal Absorption	+	0.9099
Blood Brain Barrier	+	0.8998
Caco-2 permeable	-	0.5901
P-glycoprotein substrate	Substrate	0.7941
P-glycoprotein inhibitor I	Non-inhibitor	0.5318
P-glycoprotein inhibitor II	Non-inhibitor	0.9242
Renal organic cation transporter	Non-inhibitor	0.7404
CYP450 2C9 substrate	Non-substrate	0.7428
CYP450 2D6 substrate	Non-substrate	0.7909
CYP450 3A4 substrate	Substrate	0.5539
CYP450 1A2 substrate	Non-inhibitor	0.7966
CYP450 2C9 inhibitor	Non-inhibitor	0.5971
CYP450 2D6 inhibitor	Non-inhibitor	0.8349
CYP450 2C19 inhibitor	Non-inhibitor	0.7315
CYP450 3A4 inhibitor	Non-inhibitor	0.8528
CYP450 inhibitory promiscuity	High CYP Inhibitory Promiscuity	0.7814
Ames test	Non AMES toxic	0.7099
Carcinogenicity	Non-carcinogens	0.8134
Biodegradation	Not ready biodegradable	1.0
Rat acute toxicity	2.5625 LD50, mol/kg	Not applicable
hERG inhibition (predictor I)	Weak inhibitor	0.9673
hERG inhibition (predictor II)	Inhibitor	0.7681

ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)

Not Available

Spectra

Spectrum	Spectrum Type	Splash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0a4i-0209400000-5e462edc30336199b591
Predicted MS/MS Spectrum - 10V, Negative (Annotated)	Predicted LC-MS/MS	splash10-05p9-2291200000-b958f238d671ecc69ce8
Predicted MS/MS Spectrum - 20V, Positive (Annotated)	Predicted LC-MS/MS	splash10-0bu0-0912500000-aa3f7c0587d1d3878df4
Predicted MS/MS Spectrum - 20V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0zfs-0391000000-6f4ece9db4ee25a2680e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)	Predicted LC-MS/MS	splash10-08g0-0972400000-4d990e3cc90c80c1fb67
Predicted MS/MS Spectrum - 40V, Negative (Annotated)	Predicted LC-MS/MS	splash10-0cdj-2391100000-5b8074e76b99d4abc367
Predicted 1H NMR Spectrum	1D NMR	Not Applicable
Predicted 13C NMR Spectrum	1D NMR	Not Applicable

Chromatographic Properties

Collision Cross Sections (CCS)

Adduct	CCS Value (Å2)	Source type	Source
[M-H]-	194.47902	predicted	DeepCCS 1.0 (2019)
[M+H]+	196.83704	predicted	DeepCCS 1.0 (2019)
[M+Na]+	203.43983	predicted	DeepCCS 1.0 (2019)

Targets

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Binding Properties

×

Property	Measurement	pH	Temperature (°C)	References
Ki (nM)	4.2	N/A	N/A	A30876

Details

Binding Properties1. 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]

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Drug created at September 15, 2010 21:23 / Updated at December 11, 2021 01:26