Identification
- Generic Name
- Dethiobiotin
- DrugBank Accession Number
- DB03775
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Dethiobiotin (DB03775)
- Weight
- Average: 214.2615
Monoisotopic: 214.131742452 - Chemical Formula
- C10H18N2O3
- Synonyms
- (+)-dethiobiotin
- (4R-cis)-5-methyl-2-oxo-4-imidazolidinehexanoic acid
- (4R,5S)-5-methyl-2-oxo-4-imidazolidinehexanoic acid
- (4R,5S)-dethiobiotin
- d-Dethiobiotin
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 UATP-dependent dethiobiotin synthetase BioD Not Available Mycobacterium tuberculosis UATP-dependent dethiobiotin synthetase BioD 1 Not Available Escherichia coli (strain K12) UBiotin synthase Not Available Escherichia coli (strain K12) - 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 medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
- Kingdom
- Organic compounds
- Super Class
- Lipids and lipid-like molecules
- Class
- Fatty Acyls
- Sub Class
- Fatty acids and conjugates
- Direct Parent
- Medium-chain fatty acids
- Alternative Parents
- Heterocyclic fatty acids / Amino fatty acids / Imidazolidinones / Ureas / Monocarboxylic acids and derivatives / Carboxylic acids / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds / Organic oxides show 2 more
- Substituents
- Aliphatic heteromonocyclic compound / Amino fatty acid / Azacycle / Carbonic acid derivative / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Heterocyclic fatty acid / Hydrocarbon derivative / Imidazolidine show 11 more
- Molecular Framework
- Aliphatic heteromonocyclic compounds
- External Descriptors
- dethiobiotin (CHEBI:42280)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 71U5JB52KS
- CAS number
- 533-48-2
- InChI Key
- AUTOLBMXDDTRRT-JGVFFNPUSA-N
- InChI
- InChI=1S/C10H18N2O3/c1-7-8(12-10(15)11-7)5-3-2-4-6-9(13)14/h7-8H,2-6H2,1H3,(H,13,14)(H2,11,12,15)/t7-,8+/m0/s1
- IUPAC Name
- 6-[(4R,5S)-5-methyl-2-oxoimidazolidin-4-yl]hexanoic acid
- SMILES
- C[C@@H]1NC(=O)N[C@@H]1CCCCCC(O)=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0003581
- PubChem Compound
- 445027
- PubChem Substance
- 46504720
- ChemSpider
- 392787
- BindingDB
- 66184
- ChEBI
- 42280
- ChEMBL
- CHEMBL1232381
- ZINC
- ZINC000094437777
- PDBe Ligand
- DTB
- PDB Entries
- 1dam / 1r30 / 3rdq / 4a0r / 4dne / 5iwk / 5iwp / 5iwr / 5iwt / 5wo6 … show 10 more
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 1.27 mg/mL ALOGPS logP 0.72 ALOGPS logP 0.73 Chemaxon logS -2.2 ALOGPS pKa (Strongest Acidic) 4.63 Chemaxon pKa (Strongest Basic) -1.8 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 78.43 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 54.4 m3·mol-1 Chemaxon Polarizability 23.15 Å3 Chemaxon Number of Rings 1 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 + 0.5862 Blood Brain Barrier + 0.7873 Caco-2 permeable - 0.7094 P-glycoprotein substrate Substrate 0.6713 P-glycoprotein inhibitor I Non-inhibitor 0.9268 P-glycoprotein inhibitor II Non-inhibitor 0.9953 Renal organic cation transporter Non-inhibitor 0.8833 CYP450 2C9 substrate Non-substrate 0.7355 CYP450 2D6 substrate Non-substrate 0.8185 CYP450 3A4 substrate Non-substrate 0.6697 CYP450 1A2 substrate Non-inhibitor 0.935 CYP450 2C9 inhibitor Non-inhibitor 0.936 CYP450 2D6 inhibitor Non-inhibitor 0.9497 CYP450 2C19 inhibitor Non-inhibitor 0.9508 CYP450 3A4 inhibitor Non-inhibitor 0.943 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.987 Ames test Non AMES toxic 0.8876 Carcinogenicity Non-carcinogens 0.9546 Biodegradation Not ready biodegradable 0.9602 Rat acute toxicity 2.2377 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8934 hERG inhibition (predictor II) Non-inhibitor 0.9386
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 160.2004826 predictedDarkChem Lite v0.1.0 [M-H]- 144.5263322 predictedDarkChem Standard v0.1.0 [M-H]- 158.3998826 predictedDarkChem Lite v0.1.0 [M-H]- 150.14531 predictedDeepCCS 1.0 (2019) [M+H]+ 160.2233826 predictedDarkChem Lite v0.1.0 [M+H]+ 145.4656178 predictedDarkChem Standard v0.1.0 [M+H]+ 157.6830826 predictedDarkChem Lite v0.1.0 [M+H]+ 152.50545 predictedDeepCCS 1.0 (2019) [M+Na]+ 159.7312826 predictedDarkChem Lite v0.1.0 [M+Na]+ 161.0203826 predictedDarkChem Lite v0.1.0 [M+Na]+ 156.6829826 predictedDarkChem Lite v0.1.0 [M+Na]+ 158.41606 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Mycobacterium tuberculosis
- Pharmacological action
- Unknown
- General Function
- Catalyzes a mechanistically unusual reaction, the ATP-dependent insertion of CO2 between the N7 and N8 nitrogen atoms of 7,8-diaminopelargonic acid (DAPA) to form an ureido ring.
- Specific Function
- Atp binding
- Gene Name
- bioD
- Uniprot ID
- P9WPQ5
- Uniprot Name
- ATP-dependent dethiobiotin synthetase BioD
- Molecular Weight
- 22455.665 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]
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Magnesium ion binding
- Specific Function
- Catalyzes a mechanistically unusual reaction, the ATP-dependent insertion of CO2 between the N7 and N8 nitrogen atoms of 7,8-diaminopelargonic acid (DAPA) to form an ureido ring. Only CTP can parti...
- Gene Name
- bioD1
- Uniprot ID
- P13000
- Uniprot Name
- ATP-dependent dethiobiotin synthetase BioD 1
- Molecular Weight
- 24139.38 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- 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]
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Iron ion binding
- Specific Function
- Catalyzes the conversion of dethiobiotin (DTB) to biotin by the insertion of a sulfur atom into dethiobiotin via a radical-based mechanism.
- Gene Name
- bioB
- Uniprot ID
- P12996
- Uniprot Name
- Biotin synthase
- Molecular Weight
- 38647.785 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- 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 June 13, 2005 13:24 / Updated at June 12, 2020 16:52