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Compound Detail

CHEMBL4169454

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Cn1cc(/C=C2\CC(CO)(COC(=O)C(C)(C)C)OC2=O)c2ccccc21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4169454
Phase Preclinical
Structure Type MOL
InChI Key NMSQMKXWQOPPRS-NTEUORMPSA-N
5
Targets
18
Activities
2
Assay Types
0
PK Parameters
6
Publications
0
Known Names

Molecular Properties

371.4
MW (Da)
2.83
ALogP
6
HBA
1
HBD
77.8
PSA (Ų)
0.66
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H25NO5
MW 371.43
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 0.35

Activity Summary

EC50 15 meas. best 6.19
Ki 3 meas. best 8.76

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Ras guanyl-releasing protein 3
CHEMBL3638
 Ki 8.76 8.76 1.8 1
Protein kinase C epsilon type
CHEMBL3582
 Ki 7.1 7.1 78.9 1
Protein kinase C alpha type
CHEMBL299
 Ki 6.9 6.9 127.0 1
Ras guanyl-releasing protein 3
CHEMBL3638
 EC50 6.19 5.6783 640.0 6
RAS guanyl-releasing protein 1
CHEMBL5953
 EC50 6.07 5.705 860.0 4
Protein kinase C delta type
CHEMBL2996
 EC50 5.09 4.89 8030.0 5

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Ras guanyl-releasing protein 3 Ki = 1.75 nM 8.76 Displacement of [3H]PDBu from full length MBP-tagged human RasGRP3 expressed in ... 29860841
Protein kinase C epsilon type Ki = 78.9 nM 7.1 Displacement of [3H]PDBu from full length recombinant human PKCepsilon expressed... 29860841
Protein kinase C alpha type Ki = 127.0 nM 6.9 Displacement of [3H]PDBu from full length recombinant human PKCalpha expressed i... 29860841
Ras guanyl-releasing protein 3 EC50 = 640.0 nM 6.19 Activation of GFP-tagged RasGRP3 (unknown origin) expressed in human LNCAP cells... 29860841
RAS guanyl-releasing protein 1 EC50 = 860.0 nM 6.07 Activation of GFP-tagged RasGRP1 (unknown origin) expressed in HEK293 cells afte... 29860841
Ras guanyl-releasing protein 3 EC50 = 860.0 nM 6.07 Activation of RasGRP3 in human Ramos cells after 30 mins by immunoblot method 29860841
RAS guanyl-releasing protein 1 EC50 = 970.0 nM 6.01 Activation of GFP-tagged RasGRP1 (unknown origin) expressed in human LNCAP cells... 29860841
Ras guanyl-releasing protein 3 EC50 = 1830.0 nM 5.74 Activation of GFP-tagged RasGRP3 (unknown origin) expressed in HEK293 cells afte... 29860841
Ras guanyl-releasing protein 3 EC50 = 2980.0 nM 5.53 Activation of GFP-tagged RasGRP3 (unknown origin) expressed in human LNCAP cells... 29860841
RAS guanyl-releasing protein 1 EC50 = 3730.0 nM 5.43 Activation of GFP-tagged RasGRP1 (unknown origin) expressed in human LNCAP cells... 29860841
Ras guanyl-releasing protein 3 EC50 = 4660.0 nM 5.33 Activation of GFP-tagged RasGRP3 (unknown origin) expressed in HEK293 cells asse... 29860841
RAS guanyl-releasing protein 1 EC50 = 4880.0 nM 5.31 Activation of GFP-tagged RasGRP1 (unknown origin) expressed in HEK293 cells asse... 29860841
Ras guanyl-releasing protein 3 EC50 = 6090.0 nM 5.21 Activation of RasGRP3 in human Ramos cells assessed as ERK1/2 phosphorylation af... 29860841
Protein kinase C delta type EC50 = 8030.0 nM 5.09 Activation of PKCdelta (unknown origin) expressed in human LNCAP cells harboring... 29860841
Protein kinase C delta type EC50 = 8280.0 nM 5.08 Activation of PKCdelta (unknown origin) expressed in human LNCAP cells harboring... 29860841
Protein kinase C delta type EC50 = 12600.0 nM 4.9 Activation of PKCdelta (unknown origin) expressed in HEK293 cells harboring GFP-... 29860841
Protein kinase C delta type EC50 = 16900.0 nM 4.77 Activation of PKCdelta (unknown origin) expressed in HEK293 cells harboring GFP-... 29860841
Protein kinase C delta type EC50 = 24600.0 nM 4.61 Activation of PKCdelta in human Ramos cells expressing RasGRP3 assessed as phosp... 29860841

Literature References

PubMed DOI Target Context # Activities
29860841 10.1021/acs.jmedchem.8b00661 Unchecked 12
29860841 10.1021/acs.jmedchem.8b00661 Ras guanyl-releasing protein 3 8
29860841 10.1021/acs.jmedchem.8b00661 RAS guanyl-releasing protein 1 5
29860841 10.1021/acs.jmedchem.8b00661 Protein kinase C delta type 5
29860841 10.1021/acs.jmedchem.8b00661 Protein kinase C alpha type 1
29860841 10.1021/acs.jmedchem.8b00661 Protein kinase C epsilon type 1

Data from ChEMBL 36 via Core Engine