(1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid
Identification
- Generic Name
- (1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid
- DrugBank Accession Number
- DB07189
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for (1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid (DB07189)
- Weight
- Average: 464.5119
Monoisotopic: 464.173607266 - Chemical Formula
- C29H24N2O4
- 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
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Not Available
- Mechanism of action
Target Actions Organism UDisintegrin and metalloproteinase domain-containing protein 17 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.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 phenylquinolines. These are heterocyclic compounds containing a quinoline moiety substituted with a phenyl group.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Quinolines and derivatives
- Sub Class
- Phenylquinolines
- Direct Parent
- Phenylquinolines
- Alternative Parents
- Phenylpyridines / Phenylpyrrolidines / Phenol ethers / Phenoxy compounds / Alkyl aryl ethers / Cyclopropanecarboxylic acids / Pyrrolidine-2-ones / Heteroaromatic compounds / Pyrroles / Lactams show 9 more
- Substituents
- 2-phenylpyridine / 2-phenylpyrrolidine / 2-pyrrolidone / Alkyl aryl ether / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxamide group / Carboxylic acid show 23 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
- BFZXMIUWGSTUAL-ZSOKXDGFSA-N
- InChI
- InChI=1S/C29H24N2O4/c32-27(33)23-15-29(23)16-26(31-28(29)34)19-10-12-21(13-11-19)35-17-20-14-25(18-6-2-1-3-7-18)30-24-9-5-4-8-22(20)24/h1-14,23,26H,15-17H2,(H,31,34)(H,32,33)/t23-,26+,29-/m1/s1
- IUPAC Name
- (1S,3R,6S)-4-oxo-6-{4-[(2-phenylquinolin-4-yl)methoxy]phenyl}-5-azaspiro[2.4]heptane-1-carboxylic acid
- SMILES
- [H][C@@]1(C[C@@]11C[C@]([H])(NC1=O)C1=CC=C(OCC2=CC(=NC3=C2C=CC=C3)C2=CC=CC=C2)C=C1)C(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 25049750
- PubChem Substance
- 99443660
- ChemSpider
- 25056739
- ZINC
- ZINC000040891582
- PDBe Ligand
- 642
- PDB Entries
- 3ewj
Clinical Trials
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 0.000513 mg/mL ALOGPS logP 4.59 ALOGPS logP 4.3 Chemaxon logS -6 ALOGPS pKa (Strongest Acidic) 4.09 Chemaxon pKa (Strongest Basic) 3.46 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 88.52 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 129.82 m3·mol-1 Chemaxon Polarizability 50.58 Å3 Chemaxon Number of Rings 6 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 + 0.9508 Blood Brain Barrier + 0.8294 Caco-2 permeable - 0.7845 P-glycoprotein substrate Substrate 0.637 P-glycoprotein inhibitor I Non-inhibitor 0.9585 P-glycoprotein inhibitor II Non-inhibitor 0.7752 Renal organic cation transporter Non-inhibitor 0.8173 CYP450 2C9 substrate Non-substrate 0.8251 CYP450 2D6 substrate Non-substrate 0.782 CYP450 3A4 substrate Substrate 0.5444 CYP450 1A2 substrate Non-inhibitor 0.5303 CYP450 2C9 inhibitor Non-inhibitor 0.602 CYP450 2D6 inhibitor Non-inhibitor 0.7299 CYP450 2C19 inhibitor Non-inhibitor 0.7582 CYP450 3A4 inhibitor Non-inhibitor 0.5542 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.6544 Ames test Non AMES toxic 0.7919 Carcinogenicity Non-carcinogens 0.9222 Biodegradation Not ready biodegradable 0.9921 Rat acute toxicity 2.6694 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9978 hERG inhibition (predictor II) Non-inhibitor 0.7502
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Cleaves the membrane-bound precursor of TNF-alpha to its mature soluble form. Responsible for the proteolytical release of soluble JAM3 from endothelial cells surface. Responsible for the proteolyt...
- Gene Name
- ADAM17
- Uniprot ID
- P78536
- Uniprot Name
- Disintegrin and metalloproteinase domain-containing protein 17
- Molecular Weight
- 93020.165 Da
References
- 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 September 15, 2010 21:19 / Updated at June 12, 2020 16:52