{[(2,2-Dihydroxy-Ethyl)-(2,3,4,5-Tetrahydroxy-6-Phosphonooxy-Hexyl)-Amino]-Methyl}-Phosphonic Acid
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Identification
- Generic Name
- {[(2,2-Dihydroxy-Ethyl)-(2,3,4,5-Tetrahydroxy-6-Phosphonooxy-Hexyl)-Amino]-Methyl}-Phosphonic Acid
- DrugBank Accession Number
- DB02433
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 415.2253
Monoisotopic: 415.064462851 - Chemical Formula
- C9H23NO13P2
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U2-dehydro-3-deoxyphosphooctonate aldolase Not Available Shigella flexneri U2-dehydro-3-deoxyphosphooctonate aldolase Not Available Aquifex aeolicus (strain VF5) - 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 monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbohydrates and carbohydrate conjugates
- Direct Parent
- Monosaccharide phosphates
- Alternative Parents
- Monoalkyl phosphates / Organic phosphonic acids / Secondary alcohols / Polyols / Carbonyl hydrates / Organophosphorus compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives
- Substituents
- Alcohol / Aliphatic acyclic compound / Alkyl phosphate / Carbonyl hydrate / Hydrocarbon derivative / Monoalkyl phosphate / Monosaccharide phosphate / Organic nitrogen compound / Organic oxide / Organic phosphoric acid derivative
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- ATILYNKCRYHYEP-SQEXRHODSA-N
- InChI
- InChI=1S/C9H23NO13P2/c11-5(1-10(2-7(13)14)4-24(17,18)19)8(15)9(16)6(12)3-23-25(20,21)22/h5-9,11-16H,1-4H2,(H2,17,18,19)(H2,20,21,22)/t5-,6-,8-,9-/m1/s1
- IUPAC Name
- {[(2R,3R,4R,5R)-6-[(2,2-dihydroxyethyl)(phosphonomethyl)amino]-2,3,4,5-tetrahydroxyhexyl]oxy}phosphonic acid
- SMILES
- [H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)[C@]([H])(O)[C@]([H])(O)CN(CC(O)O)CP(O)(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 5289106
- PubChem Substance
- 46508017
- ChemSpider
- 4451135
- ZINC
- ZINC000033821456
- PDBe Ligand
- PAI
- PDB Entries
- 1g7v / 1jcx
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 17.8 mg/mL ALOGPS logP -1.9 ALOGPS logP -7 Chemaxon logS -1.4 ALOGPS pKa (Strongest Acidic) -0.8 Chemaxon pKa (Strongest Basic) 6.71 Chemaxon Physiological Charge -3 Chemaxon Hydrogen Acceptor Count 13 Chemaxon Hydrogen Donor Count 10 Chemaxon Polar Surface Area 248.91 Å2 Chemaxon Rotatable Bond Count 12 Chemaxon Refractivity 78.9 m3·mol-1 Chemaxon Polarizability 33.94 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.9969 Blood Brain Barrier + 0.5 Caco-2 permeable - 0.6609 P-glycoprotein substrate Non-substrate 0.6451 P-glycoprotein inhibitor I Non-inhibitor 0.7686 P-glycoprotein inhibitor II Non-inhibitor 0.9319 Renal organic cation transporter Non-inhibitor 0.9347 CYP450 2C9 substrate Non-substrate 0.8616 CYP450 2D6 substrate Non-substrate 0.8221 CYP450 3A4 substrate Non-substrate 0.6528 CYP450 1A2 substrate Non-inhibitor 0.8585 CYP450 2C9 inhibitor Non-inhibitor 0.8185 CYP450 2D6 inhibitor Non-inhibitor 0.8856 CYP450 2C19 inhibitor Non-inhibitor 0.8028 CYP450 3A4 inhibitor Non-inhibitor 0.8803 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9778 Ames test Non AMES toxic 0.7082 Carcinogenicity Non-carcinogens 0.7588 Biodegradation Not ready biodegradable 0.5054 Rat acute toxicity 2.3237 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8106 hERG inhibition (predictor II) Non-inhibitor 0.8203
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0002-5955000000-c832027bc8ec21aea851 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-02ta-1049500000-1c8dd152a1b10a854083 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0udr-0009000000-1b006a9dfdb82c981cf9 Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-014s-1329000000-b99ccf83d911bd0f5463 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-004j-9000000000-61a5f106fcb5c1ba65d8 Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-004j-9000000000-0e009e50c32c41cb40e5 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0udi-4900000000-6bedea7eedd9cc02ebe8 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]- 169.28352 predictedDeepCCS 1.0 (2019) [M+H]+ 171.54918 predictedDeepCCS 1.0 (2019) [M+Na]+ 177.44449 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Shigella flexneri
- Pharmacological action
- Unknown
- General Function
- 3-deoxy-8-phosphooctulonate synthase activity
- Specific Function
- Not Available
- Gene Name
- kdsA
- Uniprot ID
- P0A716
- Uniprot Name
- 2-dehydro-3-deoxyphosphooctonate aldolase
- Molecular Weight
- 30832.485 Da
References
- Kind
- Protein
- Organism
- Aquifex aeolicus (strain VF5)
- Pharmacological action
- Unknown
- General Function
- 3-deoxy-8-phosphooctulonate synthase activity
- Specific Function
- Not Available
- Gene Name
- kdsA
- Uniprot ID
- O66496
- Uniprot Name
- 2-dehydro-3-deoxyphosphooctonate aldolase
- Molecular Weight
- 29734.17 Da
References
Drug created at June 13, 2005 13:24 / Updated at July 02, 2020 13:16