O-(((1R)-((N-PHENYLMETHOXYCARBONYL-L-ALANYL)AMINO)ETHYL)HYDROXYPHOSPHONO)-L-BENZYLACETIC ACID
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Identification
- Generic Name
- O-(((1R)-((N-PHENYLMETHOXYCARBONYL-L-ALANYL)AMINO)ETHYL)HYDROXYPHOSPHONO)-L-BENZYLACETIC ACID
- DrugBank Accession Number
- DB08762
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 478.4321
Monoisotopic: 478.150502362 - Chemical Formula
- C22H27N2O8P
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UCarboxypeptidase A1 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 alpha amino acid amides. These are amide derivatives of alpha amino acids.
- 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 acid amides
- Alternative Parents
- Phenylpropanoic acids / Alanine and derivatives / Benzyloxycarbonyls / Phosphonic acid esters / Carbamate esters / Organic phosphonic acids / Secondary carboxylic acid amides / Organic carbonic acids and derivatives / Carboxylic acids / Monocarboxylic acids and derivatives show 6 more
- Substituents
- 3-phenylpropanoic-acid / Alanine or derivatives / Alpha-amino acid amide / Aromatic homomonocyclic compound / Benzenoid / Benzyloxycarbonyl / Carbamic acid ester / Carbonic acid derivative / Carbonyl group / Carboxamide group show 15 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- UPJNMOBJDSFRTI-FCEWJHQRSA-N
- InChI
- InChI=1S/C22H27N2O8P/c1-15(23-22(28)31-14-18-11-7-4-8-12-18)20(25)24-16(2)33(29,30)32-19(21(26)27)13-17-9-5-3-6-10-17/h3-12,15-16,19H,13-14H2,1-2H3,(H,23,28)(H,24,25)(H,26,27)(H,29,30)/t15-,16+,19-/m0/s1
- IUPAC Name
- (2S)-2-({[(1R)-1-[(2S)-2-{[(benzyloxy)carbonyl]amino}propanamido]ethyl](hydroxy)phosphoryl}oxy)-3-phenylpropanoic acid
- SMILES
- [H][C@@](C)(NC(=O)OCC1=CC=CC=C1)C(=O)N[C@@]([H])(C)[P@](O)(=O)O[C@@]([H])(CC1=CC=CC=C1)C(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 5492457
- PubChem Substance
- 99445233
- ChemSpider
- 4591001
- ZINC
- ZINC000039313129
- PDBe Ligand
- ZAF
- PDB Entries
- 6cpa
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 0.0187 mg/mL ALOGPS logP 1.35 ALOGPS logP 2.35 Chemaxon logS -4.4 ALOGPS pKa (Strongest Acidic) 0.84 Chemaxon pKa (Strongest Basic) -4.9 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 151.26 Å2 Chemaxon Rotatable Bond Count 12 Chemaxon Refractivity 117.9 m3·mol-1 Chemaxon Polarizability 45.73 Å3 Chemaxon Number of Rings 2 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 - 0.9163 Blood Brain Barrier + 0.8155 Caco-2 permeable - 0.6877 P-glycoprotein substrate Non-substrate 0.5612 P-glycoprotein inhibitor I Non-inhibitor 0.685 P-glycoprotein inhibitor II Non-inhibitor 0.9462 Renal organic cation transporter Non-inhibitor 0.9513 CYP450 2C9 substrate Non-substrate 0.7623 CYP450 2D6 substrate Non-substrate 0.8247 CYP450 3A4 substrate Non-substrate 0.5249 CYP450 1A2 substrate Non-inhibitor 0.8444 CYP450 2C9 inhibitor Non-inhibitor 0.7565 CYP450 2D6 inhibitor Non-inhibitor 0.8921 CYP450 2C19 inhibitor Non-inhibitor 0.8176 CYP450 3A4 inhibitor Non-inhibitor 0.7272 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7089 Ames test Non AMES toxic 0.5893 Carcinogenicity Non-carcinogens 0.7819 Biodegradation Not ready biodegradable 0.9909 Rat acute toxicity 2.4085 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9915 hERG inhibition (predictor II) Non-inhibitor 0.8322
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-024i-1049600000-8f758ef736aa1e1e2e3c Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-08fr-0892000000-adae27bfae7369d76eb2 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0adi-3490000000-b5993e1af2d7862d226c Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-01r6-4459100000-c43334ca6ca67370a71f Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-00b9-5679000000-1f3f2be26ef94b6041b0 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0006-9500000000-6fa54ecf530fbeaa09a8 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]- 214.5806124 predictedDarkChem Lite v0.1.0 [M-H]- 198.3975 predictedDeepCCS 1.0 (2019) [M+H]+ 214.0493124 predictedDarkChem Lite v0.1.0 [M+H]+ 200.29292 predictedDeepCCS 1.0 (2019) [M+Na]+ 213.8103124 predictedDarkChem Lite v0.1.0 [M+Na]+ 206.07085 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsCarboxypeptidase A1
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Carboxypeptidase that catalyzes the release of a C-terminal amino acid, but has little or no action with -Asp, -Glu, -Arg, -Lys or -Pro.
- Gene Name
- CPA1
- Uniprot ID
- P15085
- Uniprot Name
- Carboxypeptidase A1
- Molecular Weight
- 47139.86 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