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

Identification

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Name
[4-(6-Chloro-Naphthalene-2-Sulfonyl)-Piperazin-1-Yl]-(3,4,5,6-Tetrahydro-2h-[1,4']Bipyridinyl-4-Yl)-Methanone
Accession Number
DB01836  (EXPT03286)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 499.025
Monoisotopic: 498.149239147
Chemical Formula
C25H27ClN4O3S
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

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
446399
PubChem Substance
46507292
ChemSpider
393768
BindingDB
50372527
ChEMBL
CHEMBL270527
HET
ZEN
PDB Entries
1j17 / 1ql7 / 1ql8 / 1ql9 / 1v2k

Clinical Trials

Clinical Trials
Not Available

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/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

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
show 8 more
Substituents
2-naphthalene sulfonamide / Naphthalene sulfonamide / 2-naphthalene sulfonic acid or derivatives / Chloronaphthalene / Piperidinecarboxamide / Tertiary aliphatic/aromatic amine / Dialkylarylamine / Aminopyridine / Aryl chloride / Aryl halide
show 29 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
N-acylpiperidine, organochlorine compound, N-carbonylpiperazine, pyridylpiperidine (CHEBI:47759)

Targets

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. [PubMed:17139284]
  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. [PubMed:17016423]
  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. [PubMed:10592235]

Drug created on June 13, 2005 07:24 / Updated on August 02, 2019 06:55