N-[(1R,2R)-1,3-Dihydroxy-1-(4-nitrophenyl)-2-propanyl]acetamide
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Identification
- Generic Name
- N-[(1R,2R)-1,3-Dihydroxy-1-(4-nitrophenyl)-2-propanyl]acetamide
- DrugBank Accession Number
- DB02608
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 254.2393
Monoisotopic: 254.090271568 - Chemical Formula
- C11H14N2O5
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UChloramphenicol 3-O phosphotransferase Not Available Streptomyces venezuelae (strain ATCC 10712 / CBS 650.69 / DSM 40230 / JCM 4526 / NBRC 13096 / PD 04745) - 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 nitrobenzenes. These are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Nitrobenzenes
- Direct Parent
- Nitrobenzenes
- Alternative Parents
- Nitroaromatic compounds / Acetamides / Secondary carboxylic acid amides / Secondary alcohols / Propargyl-type 1,3-dipolar organic compounds / Organic oxoazanium compounds / Primary alcohols / Organopnictogen compounds / Organonitrogen compounds / Organic zwitterions show 4 more
- Substituents
- Acetamide / Alcohol / Allyl-type 1,3-dipolar organic compound / Aromatic alcohol / Aromatic homomonocyclic compound / C-nitro compound / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Hydrocarbon derivative show 16 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- 4423-58-9
- InChI Key
- PIVQDUYOEIAFDM-GHMZBOCLSA-N
- InChI
- InChI=1S/C11H14N2O5/c1-7(15)12-10(6-14)11(16)8-2-4-9(5-3-8)13(17)18/h2-5,10-11,14,16H,6H2,1H3,(H,12,15)/t10-,11-/m1/s1
- IUPAC Name
- N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
- SMILES
- [H]N([C@H](CO)[C@H](O)C1=CC=C(C=C1)[N+]([O-])=O)C(C)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 247978
- PubChem Substance
- 46507211
- ChemSpider
- 217100
- ZINC
- ZINC000000174039
- PDBe Ligand
- CLC
- PDB Entries
- 1grr
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 2.97 mg/mL ALOGPS logP 0.13 ALOGPS logP -0.4 Chemaxon logS -1.9 ALOGPS pKa (Strongest Acidic) 12.56 Chemaxon pKa (Strongest Basic) -1.7 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 112.7 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 62.22 m3·mol-1 Chemaxon Polarizability 24.23 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.8312 Blood Brain Barrier + 0.8221 Caco-2 permeable + 0.5665 P-glycoprotein substrate Non-substrate 0.6144 P-glycoprotein inhibitor I Non-inhibitor 0.9169 P-glycoprotein inhibitor II Non-inhibitor 0.8614 Renal organic cation transporter Non-inhibitor 0.9509 CYP450 2C9 substrate Non-substrate 0.7523 CYP450 2D6 substrate Non-substrate 0.8627 CYP450 3A4 substrate Non-substrate 0.5884 CYP450 1A2 substrate Non-inhibitor 0.899 CYP450 2C9 inhibitor Non-inhibitor 0.7972 CYP450 2D6 inhibitor Non-inhibitor 0.9338 CYP450 2C19 inhibitor Inhibitor 0.6362 CYP450 3A4 inhibitor Non-inhibitor 0.8627 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9066 Ames test Non AMES toxic 0.6399 Carcinogenicity Non-carcinogens 0.6448 Biodegradation Ready biodegradable 0.7559 Rat acute toxicity 2.1882 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9488 hERG inhibition (predictor II) Non-inhibitor 0.8711
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-0udi-2920000000-0dc0ad48a1e6bf4d475d 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]- 167.3662701 predictedDarkChem Lite v0.1.0 [M-H]- 157.82712 predictedDeepCCS 1.0 (2019) [M-H]- 167.3662701 predictedDarkChem Lite v0.1.0 [M-H]- 157.82712 predictedDeepCCS 1.0 (2019) [M+H]+ 168.0222701 predictedDarkChem Lite v0.1.0 [M+H]+ 160.22267 predictedDeepCCS 1.0 (2019) [M+H]+ 168.0222701 predictedDarkChem Lite v0.1.0 [M+H]+ 160.22267 predictedDeepCCS 1.0 (2019) [M+Na]+ 168.1022701 predictedDarkChem Lite v0.1.0 [M+Na]+ 167.19032 predictedDeepCCS 1.0 (2019) [M+Na]+ 168.1022701 predictedDarkChem Lite v0.1.0 [M+Na]+ 167.19032 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsChloramphenicol 3-O phosphotransferase
- Kind
- Protein
- Organism
- Streptomyces venezuelae (strain ATCC 10712 / CBS 650.69 / DSM 40230 / JCM 4526 / NBRC 13096 / PD 04745)
- Pharmacological action
- Unknown
- General Function
- Kinase activity
- Specific Function
- Inactivates chloramphenicol by catalyzing the transfer of the gamma-phosphate of ATP to the antibiotic's C-3' hydroxyl group.
- Gene Name
- Not Available
- Uniprot ID
- Q56148
- Uniprot Name
- Chloramphenicol 3-O phosphotransferase
- Molecular Weight
- 18816.255 Da
References
Drug created at June 13, 2005 13:24 / Updated at August 01, 2020 13:44