gamma-Glutamyl[S-(2-iodobenzyl)cysteinyl]glycine
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Identification
- Generic Name
- gamma-Glutamyl[S-(2-iodobenzyl)cysteinyl]glycine
- DrugBank Accession Number
- DB03597
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 523.343
Monoisotopic: 523.027399561 - Chemical Formula
- C17H22IN3O6S
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UcGMP-specific 3',5'-cyclic phosphodiesterase Not Available Humans UGlutathione S-transferase Mu 4 Not Available Humans UHigh affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A 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 oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Amino acids, peptides, and analogues
- Direct Parent
- Oligopeptides
- Alternative Parents
- Gamma-glutamyl peptides / Glutamine and derivatives / N-acyl-alpha amino acids / Alpha amino acid amides / Cysteine and derivatives / L-alpha-amino acids / Iodobenzenes / N-acyl amines / Dicarboxylic acids and derivatives / Aryl iodides show 11 more
- Substituents
- Alpha-amino acid / Alpha-amino acid amide / Alpha-amino acid or derivatives / Alpha-oligopeptide / Amine / Amino acid / Amino acid or derivatives / Aromatic homomonocyclic compound / Aryl halide / Aryl iodide show 34 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
- QFYJAEOZTBVJQM-STQMWFEESA-N
- InChI
- InChI=1S/C17H22IN3O6S/c18-11-4-2-1-3-10(11)8-28-9-13(16(25)20-7-15(23)24)21-14(22)6-5-12(19)17(26)27/h1-4,12-13H,5-9,19H2,(H,20,25)(H,21,22)(H,23,24)(H,26,27)/t12-,13-/m0/s1
- IUPAC Name
- (2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-{[(2-iodophenyl)methyl]sulfanyl}ethyl]carbamoyl}butanoic acid
- SMILES
- [H]N([H])[C@@H](CCC(=O)N([H])[C@@H](CSCC1=CC=CC=C1I)C(=O)N([H])CC(O)=O)C(O)=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 447108
- PubChem Substance
- 46508001
- ChemSpider
- 394293
- ZINC
- ZINC000014880825
- PDBe Ligand
- IBG
- PDB Entries
- 1gul / 1m9b
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 0.0301 mg/mL ALOGPS logP -2.4 ALOGPS logP -2 Chemaxon logS -4.2 ALOGPS pKa (Strongest Acidic) 1.81 Chemaxon pKa (Strongest Basic) 9.31 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 5 Chemaxon Polar Surface Area 158.82 Å2 Chemaxon Rotatable Bond Count 12 Chemaxon Refractivity 111.79 m3·mol-1 Chemaxon Polarizability 45.41 Å3 Chemaxon Number of Rings 1 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 - 0.6477 Blood Brain Barrier + 0.5703 Caco-2 permeable - 0.6873 P-glycoprotein substrate Substrate 0.6078 P-glycoprotein inhibitor I Non-inhibitor 0.8553 P-glycoprotein inhibitor II Non-inhibitor 0.9971 Renal organic cation transporter Non-inhibitor 0.9061 CYP450 2C9 substrate Non-substrate 0.8845 CYP450 2D6 substrate Non-substrate 0.8275 CYP450 3A4 substrate Non-substrate 0.7087 CYP450 1A2 substrate Non-inhibitor 0.8745 CYP450 2C9 inhibitor Non-inhibitor 0.9058 CYP450 2D6 inhibitor Non-inhibitor 0.8246 CYP450 2C19 inhibitor Non-inhibitor 0.7892 CYP450 3A4 inhibitor Non-inhibitor 0.8853 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.963 Ames test Non AMES toxic 0.5956 Carcinogenicity Non-carcinogens 0.9401 Biodegradation Not ready biodegradable 0.9885 Rat acute toxicity 2.2538 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.97 hERG inhibition (predictor II) Non-inhibitor 0.8032
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 192.33272 predictedDeepCCS 1.0 (2019) [M+H]+ 194.72829 predictedDeepCCS 1.0 (2019) [M+Na]+ 200.66673 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Plays a role in signal transduction by regulating the intracellular concentration of cyclic nucleotides. This phosphodiesterase catalyzes the specific hydrolysis of cGMP to 5'-GMP (PubMed:9714779, ...
- Gene Name
- PDE5A
- Uniprot ID
- O76074
- Uniprot Name
- cGMP-specific 3',5'-cyclic phosphodiesterase
- Molecular Weight
- 99984.14 Da
References
2. DetailsGlutathione S-transferase Mu 4
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Protein homodimerization activity
- Specific Function
- Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles. Active on 1-chloro-2,4-dinitrobenzene.
- Gene Name
- GSTM4
- Uniprot ID
- Q03013
- Uniprot Name
- Glutathione S-transferase Mu 4
- Molecular Weight
- 25561.095 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]
- 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]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Specifically hydrolyzes the second messenger cGMP, which is a key regulator of many important physiological processes. Highly specific: compared to other members of the cyclic nucleotide phosphodie...
- Gene Name
- PDE9A
- Uniprot ID
- O76083
- Uniprot Name
- High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A
- Molecular Weight
- 68491.95 Da
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52