[4-(4-PHENYL-PIPERIDIN-1-YL)-BENZENESULFONYLAMINO]-ACETIC ACID

Identification

Name
[4-(4-PHENYL-PIPERIDIN-1-YL)-BENZENESULFONYLAMINO]-ACETIC ACID
Accession Number
DB07986
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: 374.454
Monoisotopic: 374.130027892
Chemical Formula
C19H22N2O4S
InChI Key
GNSLACGSDSJAIQ-UHFFFAOYSA-N
InChI
InChI=1S/C19H22N2O4S/c22-19(23)14-20-26(24,25)18-8-6-17(7-9-18)21-12-10-16(11-13-21)15-4-2-1-3-5-15/h1-9,16,20H,10-14H2,(H,22,23)
IUPAC Name
2-[4-(4-phenylpiperidin-1-yl)benzenesulfonamido]acetic acid
SMILES
OC(=O)CNS(=O)(=O)C1=CC=C(C=C1)N1CCC(CC1)C1=CC=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UStromelysin-1Not AvailableHuman
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
1948
PubChem Substance
99444457
ChemSpider
1872
HET
IN7
PDB Entries
1b8y

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 Solubility0.0127 mg/mLALOGPS
logP2.14ALOGPS
logP1.97ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)2.61ChemAxon
pKa (Strongest Basic)3.24ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area86.71 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity100.41 m3·mol-1ChemAxon
Polarizability40.03 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.8944
Blood Brain Barrier+0.6821
Caco-2 permeable-0.677
P-glycoprotein substrateSubstrate0.5608
P-glycoprotein inhibitor INon-inhibitor0.6335
P-glycoprotein inhibitor IINon-inhibitor0.8355
Renal organic cation transporterNon-inhibitor0.8824
CYP450 2C9 substrateNon-substrate0.7152
CYP450 2D6 substrateNon-substrate0.8182
CYP450 3A4 substrateNon-substrate0.631
CYP450 1A2 substrateNon-inhibitor0.8957
CYP450 2C9 inhibitorNon-inhibitor0.8118
CYP450 2D6 inhibitorNon-inhibitor0.8971
CYP450 2C19 inhibitorNon-inhibitor0.7161
CYP450 3A4 inhibitorNon-inhibitor0.7653
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.876
Ames testNon AMES toxic0.7027
CarcinogenicityNon-carcinogens0.7441
BiodegradationNot ready biodegradable0.9696
Rat acute toxicity2.2366 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7471
hERG inhibition (predictor II)Inhibitor0.5265
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 phenylpiperidines. These are compounds containing a phenylpiperidine skeleton, which consists of a piperidine bound to a phenyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Piperidines
Sub Class
Phenylpiperidines
Direct Parent
Phenylpiperidines
Alternative Parents
Aminobenzenesulfonamides / Alpha amino acids and derivatives / Benzenesulfonyl compounds / Dialkylarylamines / Aniline and substituted anilines / Aralkylamines / Organosulfonamides / Aminosulfonyl compounds / Amino acids / Monocarboxylic acids and derivatives
show 6 more
Substituents
Phenylpiperidine / Aminobenzenesulfonamide / Alpha-amino acid or derivatives / Benzenesulfonamide / Benzenesulfonyl group / Tertiary aliphatic/aromatic amine / Dialkylarylamine / Aniline or substituted anilines / Aralkylamine / Monocyclic benzene moiety
show 24 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
piperidines, sulfonamide (CHEBI:43374)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Can degrade fibronectin, laminin, gelatins of type I, III, IV, and V; collagens III, IV, X, and IX, and cartilage proteoglycans. Activates procollagenase.
Gene Name
MMP3
Uniprot ID
P08254
Uniprot Name
Stromelysin-1
Molecular Weight
53976.84 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. [PubMed:10592235]

Drug created on September 15, 2010 15:27 / Updated on December 01, 2017 15:58