(3S,6S)-3,6-bis(4-hydroxybenzyl)piperazine-2,5-dione
Star0
Identification
- Generic Name
- (3S,6S)-3,6-bis(4-hydroxybenzyl)piperazine-2,5-dione
- DrugBank Accession Number
- DB08761
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 326.3465
Monoisotopic: 326.126657074 - Chemical Formula
- C18H18N2O4
- 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 UMycocyclosin synthase Not Available Mycobacterium tuberculosis - 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 alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Alpha amino acids and derivatives
- Alternative Parents
- 2,5-dioxopiperazines / 1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives / Secondary carboxylic acid amides / Lactams / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives show 1 more
- Substituents
- 1,4-diazinane / 1-hydroxy-2-unsubstituted benzenoid / 2,5-dioxopiperazine / Alpha-amino acid or derivatives / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Carbonyl group / Carboxamide group / Dioxopiperazine show 13 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- cyclo(tyrosyl-tyrosyl) (CHEBI:65063)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- NGPCLOGFGKJCBP-HOTGVXAUSA-N
- InChI
- InChI=1S/C18H18N2O4/c21-13-5-1-11(2-6-13)9-15-17(23)20-16(18(24)19-15)10-12-3-7-14(22)8-4-12/h1-8,15-16,21-22H,9-10H2,(H,19,24)(H,20,23)/t15-,16-/m0/s1
- IUPAC Name
- (3S,6S)-3,6-bis[(4-hydroxyphenyl)methyl]piperazine-2,5-dione
- SMILES
- [H][C@@]1(CC2=CC=C(O)C=C2)NC(=O)[C@]([H])(CC2=CC=C(O)C=C2)NC1=O
References
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 0.147 mg/mL ALOGPS logP 1.25 ALOGPS logP 1.63 Chemaxon logS -3.4 ALOGPS pKa (Strongest Acidic) 9.19 Chemaxon pKa (Strongest Basic) -4.5 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 98.66 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 87.79 m3·mol-1 Chemaxon Polarizability 32.23 Å3 Chemaxon Number of Rings 3 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 + 0.7675 Blood Brain Barrier - 0.5523 Caco-2 permeable - 0.7828 P-glycoprotein substrate Substrate 0.6429 P-glycoprotein inhibitor I Non-inhibitor 0.9389 P-glycoprotein inhibitor II Non-inhibitor 0.9888 Renal organic cation transporter Non-inhibitor 0.9157 CYP450 2C9 substrate Non-substrate 0.8553 CYP450 2D6 substrate Non-substrate 0.8 CYP450 3A4 substrate Non-substrate 0.6364 CYP450 1A2 substrate Non-inhibitor 0.9119 CYP450 2C9 inhibitor Non-inhibitor 0.9196 CYP450 2D6 inhibitor Non-inhibitor 0.9079 CYP450 2C19 inhibitor Non-inhibitor 0.9201 CYP450 3A4 inhibitor Non-inhibitor 0.8907 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.956 Ames test Non AMES toxic 0.9397 Carcinogenicity Non-carcinogens 0.9238 Biodegradation Not ready biodegradable 0.9548 Rat acute toxicity 2.3063 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9773 hERG inhibition (predictor II) Non-inhibitor 0.9327
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-004i-0009000000-b6cbbed031c1f3c93ad6 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-004i-0009000000-4ec7ef56183c071166fb Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0059-0689000000-dfb6ae311947f544fc86 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-004i-2149000000-dd3d59376f87a4828a61 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-03ed-3961000000-b3ce5405e5d30feecb63 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-03k9-0920000000-175a7e59cbdbf633ac09 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]- 193.212433 predictedDarkChem Lite v0.1.0 [M-H]- 184.85863 predictedDeepCCS 1.0 (2019) [M+H]+ 193.124433 predictedDarkChem Lite v0.1.0 [M+H]+ 187.25421 predictedDeepCCS 1.0 (2019) [M+Na]+ 193.344433 predictedDarkChem Lite v0.1.0 [M+Na]+ 193.2837 predictedDeepCCS 1.0 (2019)
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
1. DetailsMycocyclosin synthase
- Kind
- Protein
- Organism
- Mycobacterium tuberculosis
- Pharmacological action
- Unknown
- General Function
- Catalyzes C-C bond formation between the carbons ortho to the phenolic hydroxyl of cyclo(L-tyr-L-tyr) (cYY) producing mycocyclosin. Can also use cyclo(L-Tyr-L-Phe) (cYF), cyclo(L-Tyr-L-Trp) (cYW) and cyclo(L-Tyr-L-3,4-dihydroxyphenylalanine) (cY-DOPA) as substrate.
- Specific Function
- Carbon monoxide binding
- Gene Name
- cyp121
- Uniprot ID
- P9WPP7
- Uniprot Name
- Mycocyclosin synthase
- Molecular Weight
- 43255.455 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 21:34 / Updated at June 12, 2020 16:52