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Compound Detail

CHEMBL426373

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CCCCCCCCCCCCCCCC(=O)C1=C(O)[C@@H](CO)OC1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL426373
Phase Preclinical
Structure Type MOL
InChI Key KZTSLHQKWLYYAC-GOSISDBHSA-N
5
Targets
31
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

368.5
MW (Da)
4.77
ALogP
5
HBA
2
HBD
83.8
PSA (Ų)
0.23
QED
0
Ro5 Violations
16
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C21H36O5
MW 368.51
Aromatic Rings 0
Heavy Atoms 26
NP-Likeness 0.86

Activity Summary

IC50 31 meas. best 8.35

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Tyrosine-protein phosphatase non-receptor type 1
CHEMBL335
 IC50 8.35 5.4854 4.5 13
M-phase inducer phosphatase 2
CHEMBL2723
 IC50 5.66 5.475 2200.0 2
Tyrosine-protein phosphatase non-receptor type 2
CHEMBL3807
 IC50 5.29 5.29 5100.0 1
Dual specificity protein phosphatase 3
CHEMBL2635
 IC50 4.99 4.9533 10200.0 3
Heparanase
CHEMBL3921
 IC50 4.77 4.77 17000.0 4

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 4.5 nM 8.35 Inhibition of human recombinant PTP1B 16545563
M-phase inducer phosphatase 2 IC50 = 2200.0 nM 5.66 Inhibitory activity against cell division cycle 25B 11563920
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 4000.0 nM 5.4 Inhibition of human recombinant PTP1B using p-nitrophenyl phosphate as substrate... 22940448
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 4100.0 nM 5.39 Inhibition of human recombinant PTP1B after 30 mins 18798681
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 4400.0 nM 5.36 Inhibition of human recombinant PTP1B assessed as p-nitorphenol production after... 20724155
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 4400.0 nM 5.36 Inhibition of human recombinant PTP1B pre-incubated for 10 mins before pnitrophe... 28624142
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 4400.0 nM 5.36 Inhibition of recombinant human PTP1B preincubated for 10 mins followed by prote... 26960032
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 4490.0 nM 5.35 Inhibition of PTP1B (unknown origin) 25819098
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 4600.0 nM 5.34 Inhibition of PTP1B (unknown origin) using p-nitrophenyl phosphate as substrate 24047800
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 4700.0 nM 5.33 Inhibition of human recombinant PTP1B 19008110
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 4700.0 nM 5.33 Inhibition of human recombinant PTP1B 19846295
M-phase inducer phosphatase 2 IC50 = 5100.0 nM 5.29 Inhibitory activity against cell division cycle 25B 11563920
Tyrosine-protein phosphatase non-receptor type 2 IC50 = 5100.0 nM 5.29 Inhibition of TCPTP (unknown origin) assessed as decrease in p-nitrophenol produ... 23387824
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 5620.0 nM 5.25 Inhibition of PTP1B (unknown origin) assessed as decrease in p-nitrophenol produ... 23387824
Tyrosine-protein phosphatase non-receptor type 1 IC50 = 7300.0 nM 5.14 Inhibition of human recombinant PTP1B (1 to 322 residues) expressed in Escherich... 32255628
Dual specificity protein phosphatase 3 IC50 = 10200.0 nM 4.99 Inhibition of VHR DS-PTP 16356713
Dual specificity protein phosphatase 3 IC50 = 11600.0 nM 4.94 Inhibitory activity against vaccinia VH1-related phosphatase (VHR) 11563920
Dual specificity protein phosphatase 3 IC50 = 11700.0 nM 4.93 Inhibitory activity against vaccinia VH1-related phosphatase (VHR) 11563920
Heparanase IC50 = 17000.0 nM 4.77 Inhibition of recombinant heparanase catalytic stie (unknown origin) expressed i... 23415087
Heparanase IC50 = 17000.0 nM 4.77 Inhibition of HPSE (unknown origin) 32222663

Literature References

PubMed DOI Target Context # Activities
19836230 10.1016/j.bmcl.2009.09.108 MCF7 3
19846295 10.1016/j.bmcl.2009.09.102 Tyrosine-protein phosphatase non-receptor type 1 3
11563920 10.1021/jm0100741 M-phase inducer phosphatase 2 2
23387824 10.1021/np300694a Tyrosine-protein phosphatase non-receptor type 1 2
11563920 10.1021/jm0100741 Dual specificity protein phosphatase 3 2
11563920 10.1021/jm0100741 Unchecked 2
18798681 10.1021/np800298w Tyrosine-protein phosphatase non-receptor type 1 1
37257254 10.1016/j.bmc.2023.117335 Heparanase 1
19836230 10.1016/j.bmcl.2009.09.108 MDA-MB-231 1
19836230 10.1016/j.bmcl.2009.09.108 Tyrosine-protein phosphatase non-receptor type 1 1
16356713 10.1016/j.bmcl.2005.11.071 Tyrosine-protein phosphatase non-receptor type 1 1
17125223 10.1021/np0601861 Tyrosine-protein phosphatase non-receptor type 1 1
19008110 10.1016/j.bmc.2008.10.012 Tyrosine-protein phosphatase non-receptor type 1 1
16356713 10.1016/j.bmcl.2005.11.071 Dual specificity protein phosphatase 3 1
18288807 10.1021/np070464b Tyrosine-protein phosphatase non-receptor type 1 1
18053716 10.1016/j.bmcl.2007.11.036 Tyrosine-protein phosphatase non-receptor type 1 1
17596944 10.1016/j.bmcl.2007.06.016 Tyrosine-protein phosphatase non-receptor type 1 1
17489632 10.1021/np060477+ Tyrosine-protein phosphatase non-receptor type 1 1
16580200 10.1016/j.bmcl.2006.03.036 Tyrosine-protein phosphatase non-receptor type 1 1
16545563 10.1016/j.bmcl.2006.02.053 Tyrosine-protein phosphatase non-receptor type 1 1

Data from ChEMBL 36 via Core Engine