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Compound Detail

CHEMBL1682359

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CCCc1cc(-c2ccc3[nH]ncc3c2)on1

Basic Information

ChEMBL ID CHEMBL1682359
Phase Preclinical
Structure Type MOL
InChI Key OHLKBSAOSZPTFS-UHFFFAOYSA-N
16
Targets
18
Activities
1
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

227.3
MW (Da)
3.17
ALogP
3
HBA
1
HBD
54.7
PSA (Ų)
0.75
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C13H13N3O
MW 227.27
Aromatic Rings 3
Heavy Atoms 17
NP-Likeness -2.00

Activity Summary

Ki 18 meas. best 7.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Rho-associated protein kinase 2
CHEMBL2973
Ki 7.1 7.025 79.4 2
Death-associated protein kinase 3
CHEMBL2468
Ki 7.0 7.0 100.0 1
Dual specificity tyrosine-phosphorylation-regulated kinase 1A
CHEMBL2292
Ki 6.6 6.6 251.2 1
Cyclin-dependent kinase 5
CHEMBL4036
Ki 6.4 6.4 398.1 1
Tyrosine-protein kinase JAK2
CHEMBL2971
Ki 6.32 6.32 482.0 1
Rho-associated protein kinase 1
CHEMBL3231
Ki 6.3 6.3 501.2 1
Cyclin-dependent kinase 2
CHEMBL301
Ki 6.2 6.2 631.0 1
Aurora kinase B
CHEMBL2185
Ki 5.63 5.615 2366.0 2
Glycogen synthase kinase-3 beta
CHEMBL262
Ki 5.6 5.6 2530.0 1
Glycogen synthase kinase-3 alpha
CHEMBL2850
Ki 5.6 5.6 2511.9 1
Aurora kinase A
CHEMBL4722
Ki 5.4 5.4 3981.1 1
MAP/microtubule affinity-regulating kinase 3
CHEMBL5600
Ki 5.4 5.4 3981.1 1
LIM domain kinase 1
CHEMBL3836
Ki 5.2 5.2 6309.6 1
Serine/threonine-protein kinase pim-1
CHEMBL2147
Ki 5.1 5.1 7943.3 1
Serine/threonine-protein kinase D2
CHEMBL4900
Ki 5.1 5.1 7943.3 1
Serine/threonine-protein kinase Chk2
CHEMBL2527
Ki 5.0 5.0 10000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Rho-associated protein kinase 2 Ki = 79.43 nM 7.1 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Death-associated protein kinase 3 Ki = 100.0 nM 7.0 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Rho-associated protein kinase 2 Ki = 113.0 nM 6.95 Inhibition of Rock2 after 1 hr using biotinylated longS peptide as substrate 21282054
Dual specificity tyrosine-phosphorylation-regulated kinase 1A Ki = 251.19 nM 6.6 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Cyclin-dependent kinase 5 Ki = 398.11 nM 6.4 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Tyrosine-protein kinase JAK2 Ki = 482.0 nM 6.32 Inhibition of JAK2 after 1 hr using biotinylated PDKtide as substrate 21282054
Rho-associated protein kinase 1 Ki = 501.19 nM 6.3 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Cyclin-dependent kinase 2 Ki = 630.96 nM 6.2 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Aurora kinase B Ki = 2366.0 nM 5.63 Inhibition of Aurora kinase 2 after 1 hr using biotinylated kemptide as substrat... 21282054
Glycogen synthase kinase-3 beta Ki = 2530.0 nM 5.6 Inhibition of GSK3-beta after 1 hr 21282054
Glycogen synthase kinase-3 alpha Ki = 2511.89 nM 5.6 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Aurora kinase B Ki = 2511.89 nM 5.6 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
MAP/microtubule affinity-regulating kinase 3 Ki = 3981.07 nM 5.4 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Aurora kinase A Ki = 3981.07 nM 5.4 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
LIM domain kinase 1 Ki = 6309.57 nM 5.2 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Serine/threonine-protein kinase D2 Ki = 7943.28 nM 5.1 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Serine/threonine-protein kinase pim-1 Ki = 7943.28 nM 5.1 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -
Serine/threonine-protein kinase Chk2 Ki = 10000.0 nM 5.0 PUBCHEM_BIOASSAY: Navigating the Kinome. (Class of assay: other) Panel member na... -

Literature References

PubMed DOI Target Context # Activities
21282054 10.1016/j.bmcl.2011.01.007 Aurora kinase B 1
21282054 10.1016/j.bmcl.2011.01.007 Epidermal growth factor receptor 1
21282054 10.1016/j.bmcl.2011.01.007 Glycogen synthase kinase-3 beta 1
21282054 10.1016/j.bmcl.2011.01.007 Tyrosine-protein kinase JAK2 1
21282054 10.1016/j.bmcl.2011.01.007 Vascular endothelial growth factor receptor 2 1
21282054 10.1016/j.bmcl.2011.01.007 Serine/threonine-protein kinase PAK 4 1
21282054 10.1016/j.bmcl.2011.01.007 Serine/threonine-protein kinase pim-1 1
21282054 10.1016/j.bmcl.2011.01.007 Rho-associated protein kinase 2 1

Data from ChEMBL 36 via Core Engine