Pipendoxifene
Identification
- Generic Name
- Pipendoxifene
- DrugBank Accession Number
- DB05414
- Background
ER modulator, ERA-923(Pipendoxifene) is a estrogen receptor modulator being evaluated for the treatment of breast cancer. Pipendoxifene is a new 2-phenyl indole selective estrogen receptor modulators (SERM )that exhibits an excellent preclinical pharmacological profile and was selected for further development as a treatment for metastatic breast cancer.
- Type
- Small Molecule
- Groups
- Investigational
- Structure
- Weight
- Average: 456.576
Monoisotopic: 456.2412929 - Chemical Formula
- C29H32N2O3
- Synonyms
- Pipendoxifene
- External IDs
- ERA-923
Pharmacology
- Indication
Investigated for use/treatment in breast cancer.
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- Pharmacodynamics
Not Available
- Mechanism of action
ERA-923 inhibits estrogen-stimulated growth associated with cytostasis. It has been shown to have a potent, selective oestrogen modulating effect, with few uterine side-effects.
Target Actions Organism UIntegrase, catalytic core Not Available Nitrosomonas europaea (strain ATCC 19718 / NBRC 14298) - 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as 2-phenylindoles. These are indoles substituted at the 2-position with a phenyl group.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Indoles and derivatives
- Sub Class
- Indoles
- Direct Parent
- 2-phenylindoles
- Alternative Parents
- Phenylpyrroles / N-alkylindoles / Hydroxyindoles / 3-methylindoles / Phenoxy compounds / Phenol ethers / Alkyl aryl ethers / 1-hydroxy-2-unsubstituted benzenoids / Piperidines / Heteroaromatic compounds show 4 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 2-phenylindole / 2-phenylpyrrole / 3-alkylindole / 3-methylindole / Alkyl aryl ether / Amine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid show 19 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- TPC5Q8496G
- CAS number
- 198480-55-6
- InChI Key
- JICOGKJOQXTAIP-UHFFFAOYSA-N
- InChI
- InChI=1S/C29H32N2O3/c1-21-27-19-25(33)11-14-28(27)31(29(21)23-7-9-24(32)10-8-23)20-22-5-12-26(13-6-22)34-18-17-30-15-3-2-4-16-30/h5-14,19,32-33H,2-4,15-18,20H2,1H3
- IUPAC Name
- 2-(4-hydroxyphenyl)-3-methyl-1-({4-[2-(piperidin-1-yl)ethoxy]phenyl}methyl)-1H-indol-5-ol
- SMILES
- CC1=C(N(CC2=CC=C(OCCN3CCCCC3)C=C2)C2=C1C=C(O)C=C2)C1=CC=C(O)C=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 6433099
- PubChem Substance
- 175426998
- ChemSpider
- 4938287
- BindingDB
- 50099587
- ChEMBL
- CHEMBL44426
- ZINC
- ZINC000000602799
- Wikipedia
- Selective_estrogen_receptor_modulator
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 2 Unknown Status Treatment Breast Cancer 1
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 0.000933 mg/mL ALOGPS logP 5.75 ALOGPS logP 5.82 Chemaxon logS -5.7 ALOGPS pKa (Strongest Acidic) 9.51 Chemaxon pKa (Strongest Basic) 8.77 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 57.86 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 137.29 m3·mol-1 Chemaxon Polarizability 52.18 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 + 0.9949 Blood Brain Barrier + 0.9022 Caco-2 permeable - 0.5514 P-glycoprotein substrate Substrate 0.7583 P-glycoprotein inhibitor I Inhibitor 0.5899 P-glycoprotein inhibitor II Inhibitor 0.9658 Renal organic cation transporter Inhibitor 0.6989 CYP450 2C9 substrate Non-substrate 0.7793 CYP450 2D6 substrate Non-substrate 0.5366 CYP450 3A4 substrate Substrate 0.5887 CYP450 1A2 substrate Non-inhibitor 0.596 CYP450 2C9 inhibitor Non-inhibitor 0.7992 CYP450 2D6 inhibitor Non-inhibitor 0.6596 CYP450 2C19 inhibitor Non-inhibitor 0.5806 CYP450 3A4 inhibitor Inhibitor 0.8133 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.9384 Ames test Non AMES toxic 0.8154 Carcinogenicity Non-carcinogens 0.9499 Biodegradation Not ready biodegradable 0.9974 Rat acute toxicity 2.5457 LD50, mol/kg Not applicable hERG inhibition (predictor I) Strong inhibitor 0.5124 hERG inhibition (predictor II) Inhibitor 0.8018
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-0210900000-48a79dbb28eda9d6d437 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-0010900000-91d3114c082b65c1cf89 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-3233900000-29c2ffd9e732aee28026 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-000f-1189300000-6161ebbeabb0af7761cf Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-06rj-7900300000-e8513213773dc36f871d Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-000i-0092100000-b251cdc0e4dcab720b75 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 211.60136 predictedDeepCCS 1.0 (2019) [M+H]+ 213.95937 predictedDeepCCS 1.0 (2019) [M+Na]+ 220.89339 predictedDeepCCS 1.0 (2019)
Targets
- Kind
- Protein
- Organism
- Nitrosomonas europaea (strain ATCC 19718 / NBRC 14298)
- Pharmacological action
- Unknown
- General Function
- Nucleic acid binding
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- Q81ZL8
- Uniprot Name
- Integrase, catalytic core
- Molecular Weight
- 37052.215 Da
Drug created at November 18, 2007 18:24 / Updated at February 21, 2021 18:51