NAV

[4-(6-Chloro-Naphthalene-2-Sulfonyl)-Piperazin-1-Yl]-(3,4,5,6-Tetrahydro-2h-[1,4']Bipyridinyl-4-Yl)-Methanone

Identification

Generic Name
[4-(6-Chloro-Naphthalene-2-Sulfonyl)-Piperazin-1-Yl]-(3,4,5,6-Tetrahydro-2h-[1,4']Bipyridinyl-4-Yl)-Methanone
DrugBank Accession Number
DB01836
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 499.025
Monoisotopic: 498.149239147
Chemical Formula
C25H27ClN4O3S
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UTrypsin-1Not 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 2-naphthalene sulfonic acids and derivatives. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group (or a derivative thereof) at the 2-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Naphthalenes
Sub Class
Naphthalene sulfonic acids and derivatives
Direct Parent
2-naphthalene sulfonic acids and derivatives
Alternative Parents
2-naphthalene sulfonamides / Chloronaphthalenes / Piperidinecarboxamides / Dialkylarylamines / Aminopyridines and derivatives / Piperazines / Organosulfonamides / Aryl chlorides / Tertiary carboxylic acid amides / Sulfonyls
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Substituents
1,4-diazinane / 2-naphthalene sulfonamide / 2-naphthalene sulfonic acid or derivatives / Amine / Amino acid or derivatives / Aminopyridine / Aromatic heteropolycyclic compound / Aryl chloride / Aryl halide / Azacycle
show 29 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
N-acylpiperidine, organochlorine compound, N-carbonylpiperazine, pyridylpiperidine (CHEBI:47759)
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
ZLAKCKVFSRSENR-UHFFFAOYSA-N
InChI
InChI=1S/C25H27ClN4O3S/c26-22-3-1-21-18-24(4-2-20(21)17-22)34(32,33)30-15-13-29(14-16-30)25(31)19-7-11-28(12-8-19)23-5-9-27-10-6-23/h1-6,9-10,17-19H,7-8,11-16H2
IUPAC Name
1-[(6-chloronaphthalen-2-yl)sulfonyl]-4-[1-(pyridin-4-yl)piperidine-4-carbonyl]piperazine
SMILES
ClC1=CC=C2C=C(C=CC2=C1)S(=O)(=O)N1CCN(CC1)C(=O)C1CCN(CC1)C1=CC=NC=C1

References

General References
Not Available
PubChem Compound
446399
PubChem Substance
46507292
ChemSpider
393768
BindingDB
50372527
ChEMBL
CHEMBL270527
ZINC
ZINC000003581069
PDBe Ligand
ZEN
PDB Entries
1j17 / 1ql7 / 1ql8 / 1ql9 / 1v2k

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 Solubility0.0343 mg/mLALOGPS
logP2.97ALOGPS
logP2.85Chemaxon
logS-4.2ALOGPS
pKa (Strongest Basic)8.72Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area73.82 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity133.65 m3·mol-1Chemaxon
Polarizability51.65 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9136
Caco-2 permeable-0.6227
P-glycoprotein substrateNon-substrate0.5293
P-glycoprotein inhibitor IInhibitor0.5362
P-glycoprotein inhibitor IIInhibitor0.5263
Renal organic cation transporterNon-inhibitor0.6298
CYP450 2C9 substrateNon-substrate0.748
CYP450 2D6 substrateNon-substrate0.7447
CYP450 3A4 substrateSubstrate0.5448
CYP450 1A2 substrateInhibitor0.5342
CYP450 2C9 inhibitorInhibitor0.8539
CYP450 2D6 inhibitorNon-inhibitor0.8457
CYP450 2C19 inhibitorInhibitor0.9231
CYP450 3A4 inhibitorInhibitor0.711
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.9415
Ames testNon AMES toxic0.6488
CarcinogenicityNon-carcinogens0.7747
BiodegradationNot ready biodegradable0.9918
Rat acute toxicity2.4481 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9099
hERG inhibition (predictor II)Inhibitor0.5371
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/MSsplash10-0002-0000900000-cc02f8ebf01349df3eae
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000t-4000900000-a6e89fa09526708f60f5
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0010900000-d12f942c8974be8a1a58
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9000100000-6abf7f22d8cbefd3629f
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-001i-9012200000-20cfe5e867db3d46849d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-052n-0841900000-fd7aae5721dbca695c3d
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]-206.18373
predicted
DeepCCS 1.0 (2019)
[M+H]+208.5793
predicted
DeepCCS 1.0 (2019)
[M+Na]+214.49184
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Trypsin-1
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Has activity against the synthetic substrates Boc-Phe-Ser-Arg-Mec, Boc-Leu-Thr-Arg-Mec, Boc-Gln-Ala-Arg-Mec and Boc-Val-Pro-Arg-Mec. The single-chain form is more active than the two-chain form aga...
Gene Name
PRSS1
Uniprot ID
P07477
Uniprot Name
Trypsin-1
Molecular Weight
26557.88 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
  3. 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 June 13, 2005 13:24 / Updated at June 12, 2020 16:52