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Compound Detail

CHEMBL3623630

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COc1ccc(CC[C@@H](OC(=O)[C@@H]2CCCCN2C(=O)[C@H](c2cc(OC)c(OC)c(OC)c2)C2CCCCC2)c2cccc(OCCN3CCOCC3)c2)cc1OC

Basic Information

ChEMBL ID CHEMBL3623630
Phase Preclinical
Structure Type MOL
InChI Key ZDBWLRLGUBSLPG-FDHYQTMZSA-N
7
Targets
19
Activities
3
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

803.0
MW (Da)
7.40
ALogP
11
HBA
0
HBD
114.5
PSA (Ų)
0.12
QED
3
Ro5 Violations
18
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C46H62N2O10
MW 803.01
Aromatic Rings 3
Heavy Atoms 58
NP-Likeness -0.43

Activity Summary

Ki 9 meas. best 8.22
IC50 6 meas. best 7.1
Kd 4 meas. best 8.22

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Peptidyl-prolyl cis-trans isomerase FKBP5
CHEMBL2052031
Kd 8.22 8.22 6.0 1
Peptidyl-prolyl cis-trans isomerase FKBP5
CHEMBL2052031
Ki 8.22 8.22 6.0 3
Peptidyl-prolyl cis-trans isomerase FKBP1B
CHEMBL2430
Kd 7.41 7.41 38.9 1
Peptidyl-prolyl cis-trans isomerase FKBP1B
CHEMBL2430
IC50 7.1 7.1 80.0 1
Peptidyl-prolyl cis-trans isomerase FKBP1A
CHEMBL1902
Kd 6.93 6.93 116.4 1
Peptidyl-prolyl cis-trans isomerase FKBP5
CHEMBL2052031
IC50 6.71 6.51 195.5 2
Sigma intracellular receptor 2
CHEMBL4105907
Ki 6.65 6.65 226.0 1
Peptidyl-prolyl cis-trans isomerase FKBP1A
CHEMBL1902
IC50 6.11 6.035 771.0 2
Peptidyl-prolyl cis-trans isomerase FKBP2
CHEMBL4105949
Kd 5.98 5.98 1053.0 1
Peptidyl-prolyl cis-trans isomerase FKBP4
CHEMBL4050
IC50 5.85 5.85 1409.0 1
Histamine H4 receptor
CHEMBL3759
Ki 5.47 5.47 3382.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Peptidyl-prolyl cis-trans isomerase FKBP5 Kd = 6.0 nM 8.22 Competitive fluorescence polarization binding assay (FKBP5) -
Peptidyl-prolyl cis-trans isomerase FKBP5 Ki = 6.0 nM 8.22 Displacement of iFit-FL from FKBP51 (unknown origin) by fluorescence polarizatio... 26419422
Peptidyl-prolyl cis-trans isomerase FKBP5 Ki = 6.0 nM 8.22 Binding affinity to FKBP51 (unknown origin) by competitive fluorescence polariza... 26954324
Peptidyl-prolyl cis-trans isomerase FKBP5 Ki = 6.0 nM 8.22 Binding affinity to wild type FKBP51 (unknown origin) assessed as inhibition con... 38754142
Peptidyl-prolyl cis-trans isomerase FKBP1B Kd = 38.9 nM 7.41 Competitive fluorescence polarization binding assay (FKBP1B) -
Peptidyl-prolyl cis-trans isomerase FKBP1B IC50 = 80.0 nM 7.1 NanoBRET assay (FKBP12-NLuc) (FKBP1B) -
Peptidyl-prolyl cis-trans isomerase FKBP1A Kd = 116.4 nM 6.93 Competitive fluorescence polarization binding assay (FKBP1A) -
Peptidyl-prolyl cis-trans isomerase FKBP5 IC50 = 195.5 nM 6.71 NanoBRET assay (FKBP12-NLuc) -
Sigma intracellular receptor 2 Ki = 226.0 nM 6.65 GPCRScan assay: inhibition of Sigma 2 -
Peptidyl-prolyl cis-trans isomerase FKBP5 IC50 = 493.0 nM 6.31 NanoBRET assay (FKBP51-NLuc) (FKBP5) -
Peptidyl-prolyl cis-trans isomerase FKBP1A IC50 = 771.0 nM 6.11 NanoBRET assay (FKBP12-NLuc) (FKBP1A) -
Peptidyl-prolyl cis-trans isomerase FKBP2 Kd = 1053.0 nM 5.98 Competitive fluorescence polarization binding assay (FKBP2) -
Peptidyl-prolyl cis-trans isomerase FKBP1A IC50 = 1103.0 nM 5.96 NanoBRET assay (FKBP51-NLuc) (FKBP1A) -
Peptidyl-prolyl cis-trans isomerase FKBP4 IC50 = 1409.0 nM 5.85 NanoBRET assay (FKBP12-NLuc) (FKBP4) -
Histamine H4 receptor Ki = 3382.0 nM 5.47 GPCRScan assay: inhibition of H4 -

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303300 U2OS 304
- 10.6019/CHEMBL5303300 Fibroblast 304
- 10.6019/CHEMBL5303300 HEK-293T 304
- 10.6019/CHEMBL5303304 U2OS 6
- 10.6019/CHEMBL5303304 HEK-293T 6
- 10.6019/CHEMBL5058648 Peptidyl-prolyl cis-trans isomerase FKBP5 3
- 10.6019/CHEMBL5058648 Peptidyl-prolyl cis-trans isomerase FKBP1A 3
- 10.6019/CHEMBL5058648 5-hydroxytryptamine receptor 2C 3
- 10.6019/CHEMBL5303304 Fibroblast 3
- 10.6019/CHEMBL5058648 Histamine H4 receptor 3
- 10.6019/CHEMBL5058648 Sigma intracellular receptor 2 3
- 10.6019/CHEMBL5058648 D(2) dopamine receptor 3
- 10.6019/CHEMBL5058648 GABA-A receptor; anion channel 2
- 10.6019/CHEMBL5058648 Peptidyl-prolyl cis-trans isomerase FKBP1B 2
- 10.6019/CHEMBL5058648 Peptidyl-prolyl cis-trans isomerase FKBP4 2
- 10.6019/CHEMBL5058648 5-hydroxytryptamine receptor 1D 1
- 10.6019/CHEMBL5665443 Uracil-DNA glycosylase 1
- 10.6019/CHEMBL5058648 5-hydroxytryptamine receptor 2A 1
- 10.6019/CHEMBL5058648 5-hydroxytryptamine receptor 1E 1
- 10.6019/CHEMBL5058648 Peptidyl-prolyl cis-trans isomerase FKBP2 1

Data from ChEMBL 36 via Core Engine