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Compound Detail

CHEMBL3120215

OSI-027
🧪 Phase II
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🧪 Phase II
COc1cccc2cc(-c3nc([C@H]4CC[C@H](C(=O)O)CC4)n4ncnc(N)c34)[nH]c12

Basic Information

ChEMBL ID CHEMBL3120215
Name OSI-027
Phase Phase II
Structure Type MOL
InChI Key JROFGZPOBKIAEW-HAQNSBGRSA-N

Known Names

AEVI-006 ASP 7486 ASP-7486 ASP7486 CERC 006 CERC-006 CERC006 Osi 027 Osi-027 OSI027
28
Targets
32
Activities
2
Assay Types
0
PK Parameters
20
Publications
10
Known Names
2
Indications
1
Mechanisms

Molecular Properties

406.4
MW (Da)
3.22
ALogP
7
HBA
3
HBD
131.4
PSA (Ų)
0.47
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C21H22N6O3
MW 406.45
Aromatic Rings 4
Heavy Atoms 30
NP-Likeness -0.58

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Serine/threonine-protein kinase mTOR inhibitor INHIBITOR Serine/threonine-protein kinase mTOR

Indications

Lymphedema Lymphoma

Activity Summary

IC50 19 meas. best 8.4
Kd 13 meas. best 7.24

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase mTOR
CHEMBL2842
IC50 8.4 7.6 4.0 3
mTORC1
CHEMBL4296661
IC50 7.66 7.66 22.0 1
Proto-oncogene tyrosine-protein kinase receptor Ret
CHEMBL2041
Kd 7.24 7.24 57.0 1
mTORC2
CHEMBL4523999
IC50 7.19 7.19 65.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
IC50 6.38 6.38 420.0 1
Activin receptor type-1B
CHEMBL5310
Kd 6.26 6.26 549.0 1
TGF-beta receptor type-1
CHEMBL4439
Kd 6.11 6.11 780.0 1
DNA-dependent protein kinase catalytic subunit
CHEMBL3142
IC50 6.0 5.26 1000.0 2
Receptor-interacting serine/threonine-protein kinase 2
CHEMBL5014
Kd 5.93 5.93 1163.0 1
SQ20B
CHEMBL614939
IC50 5.89 5.89 1300.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
IC50 5.89 5.89 1300.0 1
Ribosyldihydronicotinamide dehydrogenase [quinone]
CHEMBL3959
Kd 5.86 5.86 1390.0 1
Unchecked
CHEMBL612545
Kd 5.83 5.83 1478.0 1
Casein kinase II subunit alpha'
CHEMBL4070
Kd 5.79 5.79 1604.0 1
Mitogen-activated protein kinase 10
CHEMBL2637
Kd 5.79 5.79 1617.0 1
CAKI-1
CHEMBL614067
IC50 5.72 5.72 1900.0 1
Bone morphogenetic protein receptor type-2
CHEMBL5467
Kd 5.68 5.68 2097.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 5.5 5.37 3200.0 2
Serine/threonine-protein kinase NLK
CHEMBL5364
Kd 5.48 5.48 3331.0 1
DU-145
CHEMBL613508
IC50 5.39 5.39 4100.0 1
Dual specificity mitogen-activated protein kinase kinase 5
CHEMBL4948
Kd 5.31 5.31 4914.0 1
Phosphatidylinositol 5-phosphate 4-kinase type-2 gamma
CHEMBL1770034
Kd 5.3 5.3 4974.0 1
HCT-116
CHEMBL394
IC50 5.25 5.25 5600.0 1
COLO 205
CHEMBL614561
IC50 5.24 5.24 5800.0 1
OVCAR-3
CHEMBL614213
IC50 5.09 5.09 8100.0 1
Ferrochelatase, mitochondrial
CHEMBL3879831
Kd 4.9 4.9 12611.0 1
HOP-62
CHEMBL614643
IC50 4.39 4.39 41000.0 1
HT-29
CHEMBL384
IC50 4.26 4.26 55000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase mTOR IC50 = 4.0 nM 8.4 Inhibition of mTOR (unknown origin) 21363918
Serine/threonine-protein kinase mTOR IC50 = 4.0 nM 8.4 Inhibition of mTOR (unknown origin) 38295689
mTORC1 IC50 = 22.0 nM 7.66 Competitive inhibition of mTORC1 immunoprecipitated from human HeLa cells using ... 21363918
Proto-oncogene tyrosine-protein kinase receptor Ret Kd = 57.0 nM 7.24 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
mTORC2 IC50 = 65.0 nM 7.19 Competitive inhibition of mTORC2 immunoprecipitated from human HeLa cells using ... 21363918
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 420.0 nM 6.38 Inhibition of PI3Kgamma (unknown origin) in presence of ATP by HTRF assay 21363918
Activin receptor type-1B Kd = 549.0 nM 6.26 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
TGF-beta receptor type-1 Kd = 780.0 nM 6.11 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Serine/threonine-protein kinase mTOR IC50 = 1000.0 nM 6.0 Inhibition of mTOR (unknown origin) assessed as reduction in 4E-BP1 phosphorylat... 21363918
DNA-dependent protein kinase catalytic subunit IC50 = 1000.0 nM 6.0 Inhibition of DNA-PK activity (unknown origin) presence of ATP 21363918
Receptor-interacting serine/threonine-protein kinase 2 Kd = 1163.0 nM 5.93 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
SQ20B IC50 = 1300.0 nM 5.89 Cytotoxicity against human SQ20B cells after 72 hrs by MTT assay 24445311
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 1300.0 nM 5.89 Inhibition of PI3Kalpha (unknown origin) in presence of ATP by HTRF assay 21363918
Ribosyldihydronicotinamide dehydrogenase [quinone] Kd = 1390.0 nM 5.86 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Unchecked Kd = 1478.0 nM 5.83 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Mitogen-activated protein kinase 10 Kd = 1617.0 nM 5.79 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
Casein kinase II subunit alpha' Kd = 1604.0 nM 5.79 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
CAKI-1 IC50 = 1900.0 nM 5.72 Cytotoxicity against human Caki1 cells after 72 hrs by MTT assay 24445311
Bone morphogenetic protein receptor type-2 Kd = 2097.0 nM 5.68 Kinobeads (epsilon), multiple immobilized ATP-competitive broad spectrum kinase ... 29191878
NON-PROTEIN TARGET IC50 = 3200.0 nM 5.5 Cytotoxicity against human SKHEP1 cells after 72 hrs by MTT assay 24445311

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 HEK-293T 262
- 10.6019/CHEMBL4689842 U2OS 261
- 10.6019/CHEMBL4689842 Fibroblast 260
21363918 10.1158/0008-5472.can-10-3126 Unchecked 9
29191878 10.1126/science.aan4368 Unchecked 4
21363918 10.1158/0008-5472.can-10-3126 OVCAR-5 3
21363918 10.1158/0008-5472.can-10-3126 NCI-H292 3
21363918 10.1158/0008-5472.can-10-3126 ADMET 2
24445311 10.1016/j.ejmech.2013.12.020 NON-PROTEIN TARGET 2
36324498 10.1039/d2md00139j MDA-MB-231 2
21363918 10.1158/0008-5472.can-10-3126 Serine/threonine-protein kinase mTOR 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4651402 SARS-CoV-2 2
21363918 10.1158/0008-5472.can-10-3126 DNA-dependent protein kinase catalytic subunit 2
21363918 10.1158/0008-5472.can-10-3126 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
24445311 10.1016/j.ejmech.2013.12.020 CAKI-1 1
24445311 10.1016/j.ejmech.2013.12.020 DU-145 1
29191878 10.1126/science.aan4368 AP2-associated protein kinase 1 1
29191878 10.1126/science.aan4368 Tyrosine-protein kinase ABL1 1

Data from ChEMBL 36 via Core Engine