METHYL 4-{[({[(2R,5S)-5-{[(2S)-2-(AMINOMETHYL)PYRROLIDIN-1-YL]CARBONYL}PYRROLIDIN-2-YL]METHYL}AMINO)CARBONYL]AMINO}BENZOATE
Identification
- Generic Name
- METHYL 4-{[({[(2R,5S)-5-{[(2S)-2-(AMINOMETHYL)PYRROLIDIN-1-YL]CARBONYL}PYRROLIDIN-2-YL]METHYL}AMINO)CARBONYL]AMINO}BENZOATE
- DrugBank Accession Number
- DB07328
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for METHYL 4-{[({[(2R,5S)-5-{[(2S)-2-(AMINOMETHYL)PYRROLIDIN-1-YL]CARBONYL}PYRROLIDIN-2-YL]METHYL}AMINO)CARBONYL]AMINO}BENZOATE (DB07328)
- Weight
- Average: 403.4754
Monoisotopic: 403.221954441 - Chemical Formula
- C20H29N5O4
- 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
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UDipeptidyl peptidase 4 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.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
- Benzoic acid esters / N-phenylureas / Pyrrolidinecarboxamides / Benzoyl derivatives / N-acylpyrrolidines / Tertiary carboxylic acid amides / Methyl esters / Ureas / Azacyclic compounds / Dialkylamines show 6 more
- Substituents
- Alpha-amino acid amide / Amine / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Benzoate ester / Benzoic acid or derivatives / Benzoyl / Carbonic acid derivative / Carbonyl group show 24 more
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- N-acylpyrrolidine, benzoate ester (CHEBI:40440)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- USDCNOQKDUFKRD-IKGGRYGDSA-N
- InChI
- InChI=1S/C20H29N5O4/c1-29-19(27)13-4-6-14(7-5-13)24-20(28)22-12-15-8-9-17(23-15)18(26)25-10-2-3-16(25)11-21/h4-7,15-17,23H,2-3,8-12,21H2,1H3,(H2,22,24,28)/t15-,16+,17+/m1/s1
- IUPAC Name
- methyl 4-[({[(2R,5S)-5-[(2S)-2-(aminomethyl)pyrrolidine-1-carbonyl]pyrrolidin-2-yl]methyl}carbamoyl)amino]benzoate
- SMILES
- [H][C@]1(CNC(=O)NC2=CC=C(C=C2)C(=O)OC)CC[C@]([H])(N1)C(=O)N1CCC[C@@]1([H])CN
References
- General References
- Not Available
- External Links
- PubChem Compound
- 11840913
- PubChem Substance
- 99443799
- ChemSpider
- 10015418
- ChEMBL
- CHEMBL1230763
- ZINC
- ZINC000024803068
- PDBe Ligand
- AAF
- PDB Entries
- 2g63
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 0.317 mg/mL ALOGPS logP 0.24 ALOGPS logP 0.2 Chemaxon logS -3.1 ALOGPS pKa (Strongest Acidic) 12.79 Chemaxon pKa (Strongest Basic) 9.45 Chemaxon Physiological Charge 2 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 125.79 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 109.06 m3·mol-1 Chemaxon Polarizability 43.47 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 Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.6579 Blood Brain Barrier + 0.5427 Caco-2 permeable - 0.7339 P-glycoprotein substrate Substrate 0.747 P-glycoprotein inhibitor I Non-inhibitor 0.7953 P-glycoprotein inhibitor II Non-inhibitor 0.9776 Renal organic cation transporter Non-inhibitor 0.8612 CYP450 2C9 substrate Non-substrate 0.7988 CYP450 2D6 substrate Non-substrate 0.8093 CYP450 3A4 substrate Non-substrate 0.6091 CYP450 1A2 substrate Non-inhibitor 0.8338 CYP450 2C9 inhibitor Non-inhibitor 0.824 CYP450 2D6 inhibitor Non-inhibitor 0.9331 CYP450 2C19 inhibitor Non-inhibitor 0.5973 CYP450 3A4 inhibitor Non-inhibitor 0.8632 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.831 Ames test Non AMES toxic 0.7332 Carcinogenicity Non-carcinogens 0.9437 Biodegradation Not ready biodegradable 0.6764 Rat acute toxicity 2.2583 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.826 hERG inhibition (predictor II) Non-inhibitor 0.6826
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Virus receptor activity
- Specific Function
- Cell surface glycoprotein receptor involved in the costimulatory signal essential for T-cell receptor (TCR)-mediated T-cell activation. Acts as a positive regulator of T-cell coactivation, by bindi...
- Gene Name
- DPP4
- Uniprot ID
- P27487
- Uniprot Name
- Dipeptidyl peptidase 4
- Molecular Weight
- 88277.935 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 21:20 / Updated at June 12, 2020 16:52