4-[(7R,7AS)-7-HYDROXY-1,3-DIOXOTETRAHYDRO-1H-PYRROLO[1,2-C]IMIDAZOL-2(3H)-YL]-1-NAPHTHONITRILE
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Identification
- Generic Name
- 4-[(7R,7AS)-7-HYDROXY-1,3-DIOXOTETRAHYDRO-1H-PYRROLO[1,2-C]IMIDAZOL-2(3H)-YL]-1-NAPHTHONITRILE
- DrugBank Accession Number
- DB08087
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 307.3034
Monoisotopic: 307.095691297 - Chemical Formula
- C17H13N3O3
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UAndrogen receptor 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 hydantoins. These are heterocyclic compounds containing an imidazolidine substituted by ketone group at positions 2 and 4.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Azolidines
- Sub Class
- Imidazolidines
- Direct Parent
- Hydantoins
- Alternative Parents
- Naphthalenes / Alpha amino acids and derivatives / N-acyl ureas / Pyrrolidines / Dicarboximides / Secondary alcohols / Nitriles / Azacyclic compounds / Organopnictogen compounds / Organic oxides show 2 more
- Substituents
- Alcohol / Alpha-amino acid or derivatives / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Carbonic acid derivative / Carbonitrile / Carbonyl group / Carboxylic acid derivative / Dicarboximide show 15 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
- NHBIWLQQJPSMNP-CABCVRRESA-N
- InChI
- InChI=1S/C17H13N3O3/c18-9-10-5-6-13(12-4-2-1-3-11(10)12)20-16(22)15-14(21)7-8-19(15)17(20)23/h1-6,14-15,21H,7-8H2/t14-,15+/m1/s1
- IUPAC Name
- 4-[(7R,7aS)-7-hydroxy-1,3-dioxo-hexahydro-1H-pyrrolo[1,2-c]imidazol-2-yl]naphthalene-1-carbonitrile
- SMILES
- [H][C@@]1(O)CCN2C(=O)N(C(=O)[C@]12[H])C1=CC=C(C#N)C2=CC=CC=C12
References
- General References
- Not Available
- External Links
- PubChem Compound
- 9944398
- PubChem Substance
- 99444558
- ChemSpider
- 8120010
- ChEMBL
- CHEMBL425646
- ZINC
- ZINC000014967191
- PDBe Ligand
- LG7
- PDB Entries
- 2ihq
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 0.831 mg/mL ALOGPS logP 1.04 ALOGPS logP 0.97 Chemaxon logS -2.6 ALOGPS pKa (Strongest Acidic) 10.85 Chemaxon pKa (Strongest Basic) -3.1 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 84.64 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 81.39 m3·mol-1 Chemaxon Polarizability 30.89 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 1.0 Blood Brain Barrier + 0.9358 Caco-2 permeable - 0.5604 P-glycoprotein substrate Non-substrate 0.5423 P-glycoprotein inhibitor I Inhibitor 0.5278 P-glycoprotein inhibitor II Inhibitor 0.5245 Renal organic cation transporter Non-inhibitor 0.7723 CYP450 2C9 substrate Non-substrate 0.7214 CYP450 2D6 substrate Non-substrate 0.816 CYP450 3A4 substrate Substrate 0.5395 CYP450 1A2 substrate Non-inhibitor 0.7427 CYP450 2C9 inhibitor Non-inhibitor 0.7284 CYP450 2D6 inhibitor Non-inhibitor 0.8648 CYP450 2C19 inhibitor Non-inhibitor 0.7111 CYP450 3A4 inhibitor Non-inhibitor 0.9149 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9304 Ames test Non AMES toxic 0.6192 Carcinogenicity Non-carcinogens 0.9111 Biodegradation Not ready biodegradable 0.9264 Rat acute toxicity 2.3657 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8497 hERG inhibition (predictor II) Non-inhibitor 0.716
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-002f-9530000000-a2d3e375f0642ea310d8 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-0009000000-6fdb7f4c3af7f72c3af8 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0a4i-0339000000-3b406fd9cc72221ef6a0 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0a4i-0009000000-1f25b81611f6ab4f5a23 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0udi-2390000000-f0dede08be29b1c3a471 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-056s-0394000000-2e9bcf75e99446fc26b8 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-1930000000-6de6124a4793b04de4c7 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]- 168.42511 predictedDeepCCS 1.0 (2019) [M+H]+ 170.82068 predictedDeepCCS 1.0 (2019) [M+Na]+ 176.7332 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsAndrogen receptor
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Transcription ...
- Gene Name
- AR
- Uniprot ID
- P10275
- Uniprot Name
- Androgen receptor
- Molecular Weight
- 98987.9 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 21:28 / Updated at June 12, 2020 16:52