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Compound Detail

CHEMBL2437266

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COC(=O)[C@@H](Cc1ccccc1)NC(=O)CC/C(C)=C/Cc1c(O)c2c(c(C)c1OC)COC2=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL2437266
Phase Preclinical
Structure Type MOL
InChI Key XOGCDZNQHQHLMG-IGEMGIOYSA-N
8
Targets
10
Activities
3
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

481.6
MW (Da)
3.55
ALogP
7
HBA
2
HBD
111.2
PSA (Ų)
0.39
QED
0
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H31NO7
MW 481.55
Aromatic Rings 2
Heavy Atoms 35
NP-Likeness 1.00

Activity Summary

IC50 6 meas. best 5.19
EC50 2 meas. best 8.28
Ki 2 meas. best 5.62

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
PBMC
CHEMBL613107
 EC50 8.28 8.28 5.2 1
Inosine-5'-monophosphate dehydrogenase 2
CHEMBL2002
 Ki 5.62 5.62 2398.0 1
Inosine-5'-monophosphate dehydrogenase 1
CHEMBL1822
 Ki 5.25 5.25 5556.0 1
Jurkat
CHEMBL397
 IC50 5.19 5.19 6450.0 1
PBMC
CHEMBL613107
 IC50 5.15 5.15 7070.0 1
Jurkat
CHEMBL397
 EC50 5.1 5.1 7900.0 1
DU-145
CHEMBL613508
 IC50 5.0 5.0 10000.0 1
K562
CHEMBL385
 IC50 4.54 4.54 29000.0 1
HL-60
CHEMBL383
 IC50 4.39 4.39 41000.0 1
PC-3
CHEMBL390
 IC50 4.16 4.16 70000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
PBMC EC50 = 5.2 nM 8.28 Antiproliferative activity against human PBMC assessed as incorporation of [3H]t... 24121309
Inosine-5'-monophosphate dehydrogenase 2 Ki = 2398.0 nM 5.62 Inhibition of IMPDH2 (unknown origin) 24269162
Inosine-5'-monophosphate dehydrogenase 1 Ki = 5556.0 nM 5.25 Inhibition of IMPDH1 (unknown origin) 24269162
Jurkat IC50 = 6450.0 nM 5.19 Cytotoxicity against human Jurkat cells after 48 hrs by MTT assay 24121309
PBMC IC50 = 7070.0 nM 5.15 Cytotoxicity against human PBMC after 72 hrs by MTT assay 24121309
Jurkat EC50 = 7900.0 nM 5.1 Antiproliferative activity against human Jurkat cells assessed as incorporation ... 24121309
DU-145 IC50 = 10000.0 nM 5.0 Antiproliferative activity against human DU145 cells 24269162
K562 IC50 = 29000.0 nM 4.54 Antiproliferative activity against human K562 cells 24269162
HL-60 IC50 = 41000.0 nM 4.39 Antiproliferative activity against human HL60 cells 24269162
PC-3 IC50 = 70000.0 nM 4.16 Antiproliferative activity against human PC3 cells 24269162

Literature References

PubMed DOI Target Context # Activities
24121309 10.1016/j.ejmech.2013.09.026 PBMC 3
24121309 10.1016/j.ejmech.2013.09.026 Jurkat 3
24121309 10.1016/j.ejmech.2013.09.026 Unchecked 1
24269162 10.1016/j.bmcl.2013.11.005 PC-3 1
24269162 10.1016/j.bmcl.2013.11.005 DU-145 1
24269162 10.1016/j.bmcl.2013.11.005 HL-60 1
24269162 10.1016/j.bmcl.2013.11.005 K562 1
24269162 10.1016/j.bmcl.2013.11.005 Inosine-5'-monophosphate dehydrogenase 2 1
24269162 10.1016/j.bmcl.2013.11.005 Inosine-5'-monophosphate dehydrogenase 1 1

Data from ChEMBL 36 via Core Engine