carfilzomib   Click here for help

GtoPdb Ligand ID: 7420

Synonyms: Kyprolis® | PR-171
Approved drug
carfilzomib is an approved drug (FDA (2012), EMA (2015))
Compound class: Synthetic organic
Comment: Carfilzomib is a tetrapeptide analogue of epoxomicin, an Actinomycete derived selective proteasome inhibitor [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 4
Rotatable bonds 24
Topological polar surface area 158.47
Molecular weight 719.43
XLogP 3.71
No. Lipinski's rules broken 2
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Canonical SMILES CC(CC(C(=O)NC(C(=O)NC(C(=O)C1(C)CO1)CC(C)C)Cc1ccccc1)NC(=O)C(NC(=O)CN1CCOCC1)CCc1ccccc1)C
Isomeric SMILES CC(C[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)[C@@]1(C)CO1)CC(C)C)Cc1ccccc1)NC(=O)[C@@H](NC(=O)CN1CCOCC1)CCc1ccccc1)C
InChI InChI=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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2012), EMA (2015))
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8859 carfilzomib
Synonyms Click here for help
Kyprolis® | PR-171
Database Links Click here for help
CAS Registry No. 868540-17-4
ChEMBL Ligand CHEMBL451887
DrugBank Ligand DB08889
DrugCentral Ligand 4483
GtoPdb PubChem SID 178103992
PubChem CID 11556711
Search Google for chemical match using the InChIKey BLMPQMFVWMYDKT-NZTKNTHTSA-N
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UniChem Compound Search for chemical match using the InChIKey BLMPQMFVWMYDKT-NZTKNTHTSA-N
UniChem Connectivity Search for chemical match using the InChIKey BLMPQMFVWMYDKT-NZTKNTHTSA-N
Wikipedia Carfilzomib