Ilomastat (CHEM018940)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:41:09 UTC
Update Date2016-11-09 01:15:53 UTC
Accession NumberCHEM018940
Identification
Common NameIlomastat
ClassSmall Molecule
Description
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
CS 610ChEBI
GalardinChEBI
GM 6001ChEBI
GM-6001ChEBI
GM6001ChEBI
N-(2(R)-2-(Hydroxamidocarbonylmethyl)-4-methylpentanoyl)-L-tryptophan methylamideMeSH
Chemical FormulaC20H28N4O4
Average Molecular Mass388.461 g/mol
Monoisotopic Mass388.211 g/mol
CAS Registry Number142880-36-2
IUPAC Name(2R)-N'-hydroxy-N-[(1S)-2-(1H-indol-3-yl)-1-(methylcarbamoyl)ethyl]-2-(2-methylpropyl)butanediamide
Traditional Name(2R)-N'-hydroxy-N-[(1S)-2-(1H-indol-3-yl)-1-(methylcarbamoyl)ethyl]-2-(2-methylpropyl)succinamide
SMILES[H][C@@](CC(C)C)(CC(=O)NO)C(=O)N[C@@]([H])(CC1=CNC2=CC=CC=C12)C(=O)NC
InChI IdentifierInChI=1S/C20H28N4O4/c1-12(2)8-13(10-18(25)24-28)19(26)23-17(20(27)21-3)9-14-11-22-16-7-5-4-6-15(14)16/h4-7,11-13,17,22,28H,8-10H2,1-3H3,(H,21,27)(H,23,26)(H,24,25)/t13-,17+/m1/s1
InChI KeyNITYDPDXAAFEIT-DYVFJYSZSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids and derivatives
Alternative Parents
Substituents
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Triptan
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • Fatty amide
  • N-acyl-amine
  • Substituted pyrrole
  • Benzenoid
  • Fatty acyl
  • Pyrrole
  • Heteroaromatic compound
  • Secondary carboxylic acid amide
  • Hydroxamic acid
  • Carboxamide group
  • Organoheterocyclic compound
  • Azacycle
  • Hydrocarbon derivative
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.041 g/LALOGPS
logP1.23ALOGPS
logP1.15ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)8.9ChemAxon
pKa (Strongest Basic)-0.71ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area123.32 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity105.17 m³·mol⁻¹ChemAxon
Polarizability41.04 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0119000000-96140d6e96f8c15d682bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0331-2879000000-9d7fd6d2633665665d95Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05o3-4930000000-4650660a7680c9772030Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-052r-1019000000-0e2c43fb396c516b3a66Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-8229000000-8ea1da06bdb7fc09f123Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0aou-9611000000-3b5e6938b5edfd9e31bcSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB02255
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkIlomastat
Chemspider IDNot Available
ChEBI ID137236
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=12410973
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=14568001
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=15350544
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=16565079
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=16712832
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=18782669
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=18790756
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=18837084
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=19545667
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=20299089
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=20818082
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=21040999
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=21146503
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=22512086
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=22903888
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=23141517
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=23870824
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=24380772
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=24589605
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=25576979
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=26171681
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=26394037
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=27038494
24. https://www.ncbi.nlm.nih.gov/pubmed/?term=27112177
25. https://www.ncbi.nlm.nih.gov/pubmed/?term=27296149
26. https://www.ncbi.nlm.nih.gov/pubmed/?term=27708133
27. https://www.ncbi.nlm.nih.gov/pubmed/?term=27743382
28. https://www.ncbi.nlm.nih.gov/pubmed/?term=28297575
29. https://www.ncbi.nlm.nih.gov/pubmed/?term=28298987
30. https://www.ncbi.nlm.nih.gov/pubmed/?term=28417261