PEVONEDISTAT

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Synonyms
Status
Molecule Category UNKNOWN
UNII S3AZD8D215

Structure

InChI Key MPUQHZXIXSTTDU-QXGSTGNESA-N
Smiles NS(=O)(=O)OC[C@@H]1C[C@@H](n2ccc3c(N[C@H]4CCc5ccccc54)ncnc32)C[C@@H]1O
InChI
InChI=1S/C21H25N5O4S/c22-31(28,29)30-11-14-9-15(10-19(14)27)26-8-7-17-20(23-12-24-21(17)26)25-18-6-5-13-3-1-2-4-16(13)18/h1-4,7-8,12,14-15,18-19,27H,5-6,9-11H2,(H2,22,28,29)(H,23,24,25)/t14-,15+,18-,19-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H25N5O4S
Molecular Weight 443.53
AlogP 2.06
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 6.0
Polar Surface Area 132.36
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 31.0

Bioactivity

Mechanism of Action Action Reference
NEDD8 activating enzyme inhibitor INHIBITOR PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Ligase
3400 5 - - -
Unclassified protein
3400 180 - - 91
Assay Description Organism Bioactivity Reference
Antiproliferative activity against human K562 cells after 72 hrs by CellTiter-Glo assay Homo sapiens 108.0 nM
Antitumor activity against human HCT116 cells after 72 hrs by MTT assay Homo sapiens 190.0 nM
Antitumor activity against human U2OS cells after 72 hrs by MTT assay Homo sapiens 160.0 nM
Inhibition of NEDD8 (unknown origin) assessed as decrease in formation of E2-UBL thioester reaction product Homo sapiens 4.7 nM
Inhibition of human recombinant His-tagged NAE1 expressed in baculovirus expression system after 90 mins in presence of FLAG-tagged NEDD8 by TR-FRET assay Homo sapiens 5.0 nM
Antiproliferative activity against human EKVX cells measured after 72 to 96 hrs by CCK8 assay Homo sapiens 300.0 nM
Antiproliferative activity against human H1299 cells measured after 72 to 96 hrs by CCK8 assay Homo sapiens 300.0 nM
Antiproliferative activity against human HepG2 cells measured after 72 to 96 hrs by CCK8 assay Homo sapiens 300.0 nM
Antiproliferative activity against human HuH7 cells measured after 72 to 96 hrs by CCK8 assay Homo sapiens 300.0 nM
Antiproliferative activity against human T47D cells measured after 72 to 96 hrs by CCK8 assay Homo sapiens 300.0 nM
Antiproliferative activity against human MCF7 cells measured after 72 to 96 hrs by CCK8 assay Homo sapiens 300.0 nM
Antiproliferative activity against human MKN45 cells measured after 72 to 96 hrs by CCK8 assay Homo sapiens 300.0 nM
Antiproliferative activity against human MGC803 cells measured after 72 to 96 hrs by CCK8 assay Homo sapiens 300.0 nM
Antiproliferative activity against human PLC cells measured after 72 to 96 hrs by CCK8 assay Homo sapiens 300.0 nM
Inhibition of NAE (unknown origin)-mediated neddylation assessed as suppression of cullin1-Nedd8 adduct formation at 25 uM preincubated for 10 mins followed by ATP addition and measured after 30 mins by immunoblot analysis relative to control Homo sapiens 90.5 %
Inhibition of NAE (unknown origin)-mediated neddylation assessed as suppression of cullin1-Nedd8 adduct formation preincubated for 10 mins followed by ATP addition and measured after 30 mins by immunoblot analysis Homo sapiens 180.0 nM
Antiproliferative activity against human A549 cells incubated for 48 hrs by CCK-8 assay Homo sapiens 630.0 nM
Antiproliferative activity against human H1299 cells incubated for 48 hrs by CCK-8 assay Homo sapiens 490.0 nM

Cross References

Resources Reference
ChEBI 145535
ChEMBL CHEMBL1231160
DrugBank DB11759
FDA SRS S3AZD8D215
PDB B39
PubChem 16720766
SureChEMBL SCHEMBL192875
ZINC ZINC000058660702
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