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Quick search ChEMBL 36
Compound Detail

CHEMBL374308

LACTACYSTIN
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CC(=O)N[C@@H](CSC(=O)[C@]1([C@@H](O)C(C)C)NC(=O)[C@H](C)[C@@H]1O)C(=O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL374308
Name LACTACYSTIN
Phase Preclinical
Structure Type MOL
InChI Key DAQAKHDKYAWHCG-RWTHQLGUSA-N
6
Targets
16
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

376.4
MW (Da)
-1.28
ALogP
7
HBA
5
HBD
153.0
PSA (Ų)
0.37
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C15H24N2O7S
MW 376.43
Aromatic Rings 0
Heavy Atoms 25
NP-Likeness 1.19

Activity Summary

IC50 16 meas. best 7.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 7.16 5.6243 70.0 7
Proteasome Macropain subunit MB1
CHEMBL4662
 IC50 6.8 5.966 160.0 5
20S proteasome
CHEMBL3831201
 IC50 6.59 6.59 259.0 1
Proteasome Macropain subunit
CHEMBL3492
 IC50 5.49 5.49 3250.0 1
Splicing factor 3B subunit 3
CHEMBL1250378
 IC50 5.46 5.46 3481.0 1
NCI-H23
CHEMBL614997
 IC50 5.28 5.28 5230.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 70.0 nM 7.16 Inhibition of chymotrypsin-like activity of 20S proteasome in human DLD1 cells t... 22206869
Proteasome Macropain subunit MB1 IC50 = 160.0 nM 6.8 Inhibition of chymotrypsin-like activity of human 20S proteasome using Suc-LLVY-... 29407987
20S proteasome IC50 = 259.0 nM 6.59 Inhibition of human 20S proteasome 17249727
Unchecked IC50 = 300.0 nM 6.52 Inhibition of peptide-glutamyl-peptide-hydrolyzing activity of 20S proteasome in... 22206869
Proteasome Macropain subunit MB1 IC50 = 370.0 nM 6.43 Inhibition of chymotrypsin-like activity of proteasome beta5 subunit in human MD... 23547706
Proteasome Macropain subunit MB1 IC50 = 500.0 nM 6.3 Inhibition of beta5 subunit of immunoproteasome (unknown origin) by active-site ... 24524217
Proteasome Macropain subunit IC50 = 3250.0 nM 5.49 Inhibition of trypsin-like activity of human 20S proteasome using Boc-LRR-MCA as... 29407987
Splicing factor 3B subunit 3 IC50 = 3481.0 nM 5.46 Inhibition of SAP130 in VEGF-stimulated human U251 cells by PLAP reporter gene a... 17643112
Proteasome Macropain subunit MB1 IC50 = 4960.0 nM 5.3 Inhibition of chymotrypsin-like activity of human 26S proteasome using Suc-LLVY-... 29407987
NCI-H23 IC50 = 5230.0 nM 5.28 Cytotoxicity against human NCI-H23 cells after 72 hrs by CellTiter 96 AQueous on... 30964987
Unchecked IC50 = 5600.0 nM 5.25 Inhibition of chymotrypsin-like activity of human 20S proteasome 18562200
Unchecked IC50 = 5600.0 nM 5.25 Inhibition of chymotrypsin-like activity of 20S proteasome 21388808
Unchecked IC50 = 5600.0 nM 5.25 Inhibition of human 20S proteasome chymotrypsin-like activity using Suc-Leu-Leu-... 21856154
Unchecked IC50 = 10090.0 nM 5.0 Inhibition of chymotrypsin-like activity of human 20s proteasome 22437113
Proteasome Macropain subunit MB1 IC50 = 10090.0 nM 5.0 Inhibition of chymotrypsin-like activity of human beta-5 subunit of 20S proteaso... 26005024
Unchecked IC50 = 11400.0 nM 4.94 Inhibition of chymotrypsin-like activity of human 20S proteasome using Suc-Leu-L... 23122524

Literature References

PubMed DOI Target Context # Activities
17158454 10.1074/jbc.m603712200 PC-12 27
17158454 10.1074/jbc.m603712200 Unchecked 6
22206869 10.1016/j.bmc.2011.11.066 Unchecked 6
17643112 10.1038/nchembio.2007.16 Splicing factor 3B subunit 3 5
18562200 10.1016/j.bmc.2008.05.078 Unchecked 3
29407987 10.1016/j.ejmech.2018.01.045 Proteasome Macropain subunit 2
29407987 10.1016/j.ejmech.2018.01.045 Proteasome component C5 2
29407987 10.1016/j.ejmech.2018.01.045 Proteasome Macropain subunit MB1 2
23122524 10.1016/j.bmcl.2012.10.041 Unchecked 2
23547706 10.1021/jm400221d Unchecked 2
22437113 10.1016/j.bmcl.2012.02.086 Unchecked 1
30964987 10.1021/acs.jmedchem.8b01943 Unchecked 1
24524217 10.1021/jm500045x Proteasome subunit beta type-8 1
23547706 10.1021/jm400221d Proteasome Macropain subunit MB1 1
23547757 10.1021/jm4002296 Proteasome Macropain subunit MB1 1
23547757 10.1021/jm4002296 Proteasome subunit beta type-8 1
17249727 10.1021/np060162u 20S proteasome 1
21761939 10.1021/np2001573 Candida albicans 1
21856154 10.1016/j.bmcl.2011.07.072 Unchecked 1
21388808 10.1016/j.bmcl.2011.02.041 Unchecked 1

Data from ChEMBL 36 via Core Engine