Explore a selection of our essential drug information below, or:
Overview
- DrugBank ID
- DB02449
- Type
- Small Molecule
- Clinical Trials
- Phase 0
- 0
- Phase 1
- 0
- Phase 2
- 0
- Phase 3
- 0
- Phase 4
- 0
Identification
- Generic Name
- 3-(1h-Indol-3-Yl)-2-[4-(4-Phenyl-Piperidin-1-Yl)-Benzenesulfonylamino]-Propionic Acid
- DrugBank Accession Number
- DB02449
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 3-(1h-Indol-3-Yl)-2-[4-(4-Phenyl-Piperidin-1-Yl)-Benzenesulfonylamino]-Propionic Acid (DB02449)
- Weight
- Average: 503.613
Monoisotopic: 503.187877121 - Chemical Formula
- C28H29N3O4S
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UStromelysin-1 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
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- 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 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 / 3-alkylindoles / Alpha amino acids and derivatives / Benzenesulfonyl compounds / Dialkylarylamines / Aniline and substituted anilines / Aralkylamines / Substituted pyrroles / Organosulfonamides / Heteroaromatic compounds show 9 more
- Substituents
- 3-alkylindole / Alpha-amino acid or derivatives / Amine / Amino acid / Amino acid or derivatives / Aminobenzenesulfonamide / Aminosulfonyl compound / Aniline or substituted anilines / Aralkylamine / Aromatic heteropolycyclic compound show 30 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- ULOTXPTWJAUGGE-MHZLTWQESA-N
- InChI
- InChI=1S/C28H29N3O4S/c32-28(33)27(18-22-19-29-26-9-5-4-8-25(22)26)30-36(34,35)24-12-10-23(11-13-24)31-16-14-21(15-17-31)20-6-2-1-3-7-20/h1-13,19,21,27,29-30H,14-18H2,(H,32,33)/t27-/m0/s1
- IUPAC Name
- (2S)-3-(1H-indol-3-yl)-2-[4-(4-phenylpiperidin-1-yl)benzenesulfonamido]propanoic acid
- SMILES
- [H][C@@](CC1=CNC2=CC=CC=C12)(NS(=O)(=O)C1=CC=C(C=C1)N1CCC(CC1)C1=CC=CC=C1)C(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 444789
- PubChem Substance
- 46506875
- ChemSpider
- 392613
- ChEMBL
- CHEMBL91649
- ZINC
- ZINC000003827526
- PDBe Ligand
- DPS
- PDB Entries
- 1caq / 1ciz
Clinical Trials
- Clinical Trials
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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 0.00114 mg/mL ALOGPS logP 3.42 ALOGPS logP 4.43 Chemaxon logS -5.6 ALOGPS pKa (Strongest Acidic) 2.67 Chemaxon pKa (Strongest Basic) 3.69 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 102.5 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 140.61 m3·mol-1 Chemaxon Polarizability 54.13 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9737 Blood Brain Barrier + 0.5784 Caco-2 permeable - 0.696 P-glycoprotein substrate Substrate 0.5914 P-glycoprotein inhibitor I Non-inhibitor 0.6752 P-glycoprotein inhibitor II Non-inhibitor 0.7549 Renal organic cation transporter Non-inhibitor 0.829 CYP450 2C9 substrate Non-substrate 0.7194 CYP450 2D6 substrate Non-substrate 0.7518 CYP450 3A4 substrate Non-substrate 0.5582 CYP450 1A2 substrate Non-inhibitor 0.7174 CYP450 2C9 inhibitor Non-inhibitor 0.7061 CYP450 2D6 inhibitor Non-inhibitor 0.8504 CYP450 2C19 inhibitor Non-inhibitor 0.6418 CYP450 3A4 inhibitor Non-inhibitor 0.6329 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.679 Ames test Non AMES toxic 0.6606 Carcinogenicity Non-carcinogens 0.8038 Biodegradation Not ready biodegradable 0.996 Rat acute toxicity 2.3502 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8151 hERG inhibition (predictor II) Inhibitor 0.6343
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 199.87291 predictedDeepCCS 1.0 (2019) [M+H]+ 202.26846 predictedDeepCCS 1.0 (2019) [M+Na]+ 208.181 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Metalloproteinase with a rather broad substrate specificity that can degrade fibronectin, laminin, gelatins of type I, III, IV, and V; collagens III, IV, X, and IX, and cartilage proteoglycans. Activates different molecules including growth factors, plasminogen or other matrix metalloproteinases such as MMP9 (PubMed:11029580, PubMed:1371271). Once released into the extracellular matrix (ECM), the inactive pro-enzyme is activated by the plasmin cascade signaling pathway (PubMed:2383557). Acts also intracellularly (PubMed:22265821). For example, in dopaminergic neurons, gets activated by the serine protease HTRA2 upon stress and plays a pivotal role in DA neuronal degeneration by mediating microglial activation and alpha-synuclein/SNCA cleavage (PubMed:21330369). In addition, plays a role in immune response and possesses antiviral activity against various viruses such as vesicular stomatitis virus, influenza A virus (H1N1) and human herpes virus 1 (PubMed:35940311). Mechanistically, translocates from the cytoplasm into the cell nucleus upon virus infection to influence NF-kappa-B activities (PubMed:35940311)
- Specific Function
- endopeptidase activity
- Gene Name
- MMP3
- Uniprot ID
- P08254
- Uniprot Name
- Stromelysin-1
- Molecular Weight
- 53976.84 Da
References
Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:16