Carfilzomib (CHEM019922)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (6)XML
Record Information
Version1.0
Creation Date2016-05-22 06:37:54 UTC
Update Date2026-05-14 19:00:26 UTC
Accession NumberCHEM019922
Identification
Common NameCarfilzomib
ClassSmall Molecule
DescriptionA synthetic tetrapeptide consisting of morpholin-4-acetyl, L-2-amino-4-phenylbutanoyl, L-leucyl and L-phenylalanyl residues joined in sequence with the C-terminus connected to the amino group of (2S)-2-amino-4-methyl-1--1-oxopentan-1-one via an amide linkage. Used for the treatment of patients with multiple myeloma
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
KyprolisChEBI
Chemical FormulaC40H57N5O7
Average Molecular Mass719.910 g/mol
Monoisotopic Mass719.426 g/mol
CAS Registry Number868540-17-4
IUPAC Name(2S)-4-methyl-N-[(1S)-1-{[(2S)-4-methyl-1-[(2R)-2-methyloxiran-2-yl]-1-oxopentan-2-yl]carbamoyl}-2-phenylethyl]-2-[(2S)-2-[2-(morpholin-4-yl)acetamido]-4-phenylbutanamido]pentanamide
Traditional Namecarfilzomib
SMILESCC(C)C[C@H](NC(=O)[C@H](CCC1=CC=CC=C1)NC(=O)CN1CCOCC1)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC(C)C)C(=O)[C@@]1(C)CO1
InChI IdentifierInChI=1S/C40H57N5O7/c1-27(2)22-32(36(47)40(5)26-52-40)42-39(50)34(24-30-14-10-7-11-15-30)44-38(49)33(23-28(3)4)43-37(48)31(17-16-29-12-8-6-9-13-29)41-35(46)25-45-18-20-51-21-19-45/h6-15,27-28,31-34H,16-26H2,1-5H3,(H,41,46)(H,42,50)(H,43,48)(H,44,49)/t31-,32-,33-,34-,40+/m0/s1
InChI KeyBLMPQMFVWMYDKT-NZTKNTHTSA-N
Chemical Taxonomy
Description 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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentOligopeptides
Alternative Parents
Substituents
  • Alpha-oligopeptide
  • Phenylalanine or derivatives
  • Leucine or derivatives
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • N-substituted-alpha-amino acid
  • Alpha-amino acid or derivatives
  • Amphetamine or derivatives
  • N-acyl-amine
  • Morpholine
  • Oxazinane
  • Benzenoid
  • Fatty amide
  • Fatty acyl
  • Monocyclic benzene moiety
  • Tertiary aliphatic amine
  • Ketone
  • Amino acid or derivatives
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Tertiary amine
  • Oxacycle
  • Azacycle
  • Dialkyl ether
  • Oxirane
  • Ether
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Organopnictogen compound
  • Amine
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
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 Solubility0.0048 g/LALOGPS
logP3.21ALOGPS
logP4.2ChemAxon
logS-5.2ALOGPS
pKa (Strongest Acidic)11.91ChemAxon
pKa (Strongest Basic)4.96ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area158.47 ŲChemAxon
Rotatable Bond Count20ChemAxon
Refractivity198.02 m³·mol⁻¹ChemAxon
Polarizability79.44 ųChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0901000100-7655670fd2e0f447c70cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-1901000000-c5bfde04f5b0d947fc80Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-8900000000-0b259286e515c6d3ef9aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0gb9-1112136900-df9a8215f9258651fc96Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-5734559600-2b83423219d1eafb42a7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9511110000-6f84f4d47cf0bb7b6161Spectrum
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 IDDB08889
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 LinkCarfilzomib
Chemspider IDNot Available
ChEBI ID65347
PubChem Compound ID11556711
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=19348473
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20937826
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21905015
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22235146
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22411899
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22507794
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=22507799
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=22555973
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=22621161
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=22645181
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=22665938
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=22726549
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=22727391
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=22734651
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=22761464
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=22763387