4-Nitrophenyl (3S)-3-({N-[(benzyloxy)carbonyl]-L-phenylalanyl}amino)-5-phenyl-1-pentanesulfonate
Star0
Identification
- Generic Name
- 4-Nitrophenyl (3S)-3-({N-[(benzyloxy)carbonyl]-L-phenylalanyl}amino)-5-phenyl-1-pentanesulfonate
- DrugBank Accession Number
- DB02051
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 645.722
Monoisotopic: 645.214485801 - Chemical Formula
- C34H35N3O8S
- Synonyms
- 3-[N-[Benzyloxycarbonyl]-phenylalaninyl-amino]-5-phenyl-pentane-1-sulfonic acid 4-nitro-phenyl ester
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 UCruzipain Not Available Trypanosoma cruzi - 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 phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Phenylalanine and derivatives
- Alternative Parents
- Alpha amino acid amides / Amphetamines and derivatives / Benzyloxycarbonyls / Nitrobenzenes / Nitroaromatic compounds / Phenoxy compounds / Sulfonic acid esters / Fatty amides / Organosulfonic acid esters / Sulfonyls show 10 more
- Substituents
- Allyl-type 1,3-dipolar organic compound / Alpha-amino acid amide / Amphetamine or derivatives / Aromatic homomonocyclic compound / Benzenoid / Benzyloxycarbonyl / C-nitro compound / Carbamic acid ester / Carbonyl group / Carboxamide group show 26 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
- WABCRPSWXFHXDH-NYDCQLBNSA-N
- InChI
- InChI=1S/C34H35N3O8S/c38-33(32(24-27-12-6-2-7-13-27)36-34(39)44-25-28-14-8-3-9-15-28)35-29(17-16-26-10-4-1-5-11-26)22-23-46(42,43)45-31-20-18-30(19-21-31)37(40)41/h1-15,18-21,29,32H,16-17,22-25H2,(H,35,38)(H,36,39)/t29-,32-/m0/s1
- IUPAC Name
- benzyl N-[(1S)-1-{[(3S)-1-[(4-nitrophenoxy)sulfonyl]-5-phenylpentan-3-yl]carbamoyl}-2-phenylethyl]carbamate
- SMILES
- [H]N([C@@H](CC1=CC=CC=C1)C(=O)N([H])[C@@H](CCC1=CC=CC=C1)CCS(=O)(=O)OC1=CC=C(C=C1)[N+]([O-])=O)C(=O)OCC1=CC=CC=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 5289561
- PubChem Substance
- 46505415
- ChemSpider
- 4451499
- ZINC
- ZINC000024531121
- PDBe Ligand
- VS3
- PDB Entries
- 1f2b
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 0.000118 mg/mL ALOGPS logP 4.61 ALOGPS logP 6.23 Chemaxon logS -6.7 ALOGPS pKa (Strongest Acidic) 13.1 Chemaxon pKa (Strongest Basic) -3.6 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 153.94 Å2 Chemaxon Rotatable Bond Count 17 Chemaxon Refractivity 171.29 m3·mol-1 Chemaxon Polarizability 67.8 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.855 Blood Brain Barrier + 0.8151 Caco-2 permeable - 0.6003 P-glycoprotein substrate Non-substrate 0.5331 P-glycoprotein inhibitor I Inhibitor 0.6121 P-glycoprotein inhibitor II Non-inhibitor 0.8631 Renal organic cation transporter Non-inhibitor 0.8828 CYP450 2C9 substrate Non-substrate 0.8358 CYP450 2D6 substrate Non-substrate 0.7997 CYP450 3A4 substrate Substrate 0.5514 CYP450 1A2 substrate Non-inhibitor 0.6471 CYP450 2C9 inhibitor Non-inhibitor 0.5937 CYP450 2D6 inhibitor Non-inhibitor 0.8139 CYP450 2C19 inhibitor Non-inhibitor 0.5053 CYP450 3A4 inhibitor Non-inhibitor 0.8994 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.6137 Ames test Non AMES toxic 0.5176 Carcinogenicity Non-carcinogens 0.5213 Biodegradation Not ready biodegradable 0.7786 Rat acute toxicity 2.6179 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.5208 hERG inhibition (predictor II) Non-inhibitor 0.5408
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Not Available
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 231.91566 predictedDeepCCS 1.0 (2019) [M+H]+ 233.74057 predictedDeepCCS 1.0 (2019) [M+Na]+ 239.37009 predictedDeepCCS 1.0 (2019)
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
1. DetailsCruzipain
- Kind
- Protein
- Organism
- Trypanosoma cruzi
- Pharmacological action
- Unknown
- General Function
- Cysteine-type endopeptidase activity
- Specific Function
- Hydrolyzes chromogenic peptides at the carboxyl Arg or Lys; requires at least one more amino acid, preferably Arg, Phe, Val or Leu, between the terminal Arg or Lys and the amino-blocking group.The ...
- Gene Name
- Not Available
- Uniprot ID
- P25779
- Uniprot Name
- Cruzipain
- Molecular Weight
- 49835.59 Da
References
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52