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Compound Detail

CHEMBL258844

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O=c1[nH]c2ccccc2n1C1CCN(Cc2ccc(-c3nc4cc5[nH]cnc5cc4nc3-c3ccccc3)cc2)CC1

Basic Information

ChEMBL ID CHEMBL258844
Phase Preclinical
Structure Type MOL
InChI Key BIWGYFZAEWGBAL-UHFFFAOYSA-N
513
Targets
696
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

551.6
MW (Da)
6.32
ALogP
6
HBA
2
HBD
95.5
PSA (Ų)
0.26
QED
2
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C34H29N7O
MW 551.65
Aromatic Rings 7
Heavy Atoms 42
NP-Likeness -1.02

Activity Summary

IC50 696 meas. best 8.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
RAC-beta serine/threonine-protein kinase
CHEMBL2431
IC50 8.0 6.6413 10.0 8
RAC-alpha serine/threonine-protein kinase
CHEMBL4282
IC50 7.24 7.1 58.0 9
HGC-27
CHEMBL1075463
IC50 6.82 6.82 150.3 1
Unchecked
CHEMBL612545
IC50 6.68 6.68 210.0 1
MDA-MB-361
CHEMBL614129
IC50 6.31 6.31 489.9 1
T47D
CHEMBL614361
IC50 6.29 6.29 516.2 1
NCI-H1563
CHEMBL1075514
IC50 6.27 6.27 542.5 1
EFM-19
CHEMBL1075439
IC50 6.25 6.25 564.1 1
NH-12
CHEMBL2366263
IC50 6.22 6.22 608.6 1
IGROV-1
CHEMBL613984
IC50 6.14 6.14 723.3 1
23132-87
CHEMBL1075382
IC50 6.12 6.12 759.4 1
HCC70
CHEMBL1075461
IC50 6.12 6.12 750.8 1
NCI-H2342
CHEMBL1075537
IC50 6.03 6.03 937.8 1
DSH1
CHEMBL2366079
IC50 6.01 6.01 987.2 1
YKG-1
CHEMBL1075612
IC50 5.99 5.99 1018.1 1
NCI-H1755
CHEMBL1075524
IC50 5.98 5.98 1055.3 1
A498
CHEMBL614516
IC50 5.97 5.97 1081.3 1
786-0
CHEMBL613102
IC50 5.96 5.96 1104.8 1
NCI-H520
CHEMBL614099
IC50 5.95 5.95 1133.0 1
AU565
CHEMBL1075393
IC50 5.91 5.91 1239.2 1
LS-411N
CHEMBL2366189
IC50 5.9 5.9 1246.5 1
ES7
CHEMBL2366297
IC50 5.87 5.87 1345.1 1
SK-UT-1
CHEMBL2366316
IC50 5.87 5.87 1349.5 1
MFE-296
CHEMBL1075503
IC50 5.86 5.86 1375.2 1
SW1710
CHEMBL1075590
IC50 5.86 5.86 1388.9 1
NOS-1
CHEMBL2366141
IC50 5.86 5.86 1369.5 1
Kasumi 1
CHEMBL613988
IC50 5.85 5.85 1409.2 1
HuO9
CHEMBL1075476
IC50 5.81 5.81 1553.1 1
AN3-CA
CHEMBL1075392
IC50 5.78 5.78 1656.1 1
COR-L279
CHEMBL2366352
IC50 5.78 5.78 1680.6 1
MDA-MB-415
CHEMBL1075498
IC50 5.76 5.76 1734.5 1
KU812 cell line
CHEMBL613997
IC50 5.76 5.76 1726.4 1
G-402
CHEMBL1075446
IC50 5.75 5.75 1777.4 1
LXF-289 cell line
CHEMBL614107
IC50 5.75 5.75 1760.7 1
KE-37
CHEMBL2366287
IC50 5.74 5.74 1838.4 1
A4-Fuk
CHEMBL2366356
IC50 5.73 5.73 1858.3 1
OVCAR-3
CHEMBL614213
IC50 5.73 5.73 1844.2 1
OE33
CHEMBL1075556
IC50 5.72 5.72 1889.3 1
NCI-H2030
CHEMBL1075530
IC50 5.71 5.71 1944.8 1
SNU-C1
CHEMBL2366304
IC50 5.7 5.7 2009.5 1
COLO 205
CHEMBL614561
IC50 5.7 5.7 1997.1 1
MC-IXC
CHEMBL1075495
IC50 5.69 5.69 2056.7 1
SK-MES-1
CHEMBL614923
IC50 5.68 5.68 2101.0 1
RAC-gamma serine/threonine-protein kinase
CHEMBL4816
IC50 5.67 5.6633 2119.0 3
NALM-6
CHEMBL614187
IC50 5.67 5.67 2147.1 1
KYSE-510
CHEMBL613868
IC50 5.66 5.66 2211.0 1
BXPC-3
CHEMBL614530
IC50 5.65 5.65 2224.4 1
LCLC-97TM1
CHEMBL1075489
IC50 5.64 5.64 2296.4 1
NCI-H2228
CHEMBL1075536
IC50 5.64 5.64 2286.0 1
KURAMOCHI
CHEMBL2366119
IC50 5.64 5.64 2307.5 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
RAC-beta serine/threonine-protein kinase IC50 = 10.0 nM 8.0 Inhibition of Akt2 (unknown origin) 26945110
RAC-alpha serine/threonine-protein kinase IC50 = 58.0 nM 7.24 Inhibitory concentration against Akt1 kinase 15686884
RAC-alpha serine/threonine-protein kinase IC50 = 58.0 nM 7.24 Inhibition of Akt1 (unknown origin) 26945110
RAC-alpha serine/threonine-protein kinase IC50 = 58.0 nM 7.24 Inhibition of Akt1 20166671
RAC-alpha serine/threonine-protein kinase IC50 = 58.0 nM 7.24 Inhibition of Akt1 18479914
RAC-alpha serine/threonine-protein kinase IC50 = 58.0 nM 7.24 Inhibition of Akt1 18054229
RAC-alpha serine/threonine-protein kinase IC50 = 58.0 nM 7.24 Inhibition of human recombinant Akt1 18296048
RAC-alpha serine/threonine-protein kinase IC50 = 58.0 nM 7.24 Inhibitory concentration against human Protein kinase B, alpha 15664853
HGC-27 IC50 = 150.33 nM 6.82 SANGER: Inhibition of human HGC-27 cell growth in a cell viability assay. -
RAC-alpha serine/threonine-protein kinase IC50 = 200.0 nM 6.7 Inhibition of Akt1 by cell-based assay 18479914
Unchecked IC50 = 210.0 nM 6.68 Inhibitory concentration against Akt2 kinase 15686884
RAC-beta serine/threonine-protein kinase IC50 = 210.0 nM 6.68 Inhibition of Akt2 20166671
RAC-beta serine/threonine-protein kinase IC50 = 210.0 nM 6.68 Inhibition of Akt2 18479914
RAC-beta serine/threonine-protein kinase IC50 = 210.0 nM 6.68 Inhibition of Akt2 18054229
RAC-beta serine/threonine-protein kinase IC50 = 210.0 nM 6.68 Inhibitory concentration against human Protein kinase B, Akt2 15664853
RAC-beta serine/threonine-protein kinase IC50 = 210.0 nM 6.68 Inhibition of human recombinant Akt2 18296048
RAC-alpha serine/threonine-protein kinase IC50 = 305.0 nM 6.52 Inhibition of Akt1 by cell-based IPKA assay 18054229
MDA-MB-361 IC50 = 489.95 nM 6.31 SANGER: Inhibition of human MDA-MB-361 cell growth in a cell viability assay. -
T47D IC50 = 516.2 nM 6.29 SANGER: Inhibition of human T47D cell growth in a cell viability assay. -
NCI-H1563 IC50 = 542.46 nM 6.27 SANGER: Inhibition of human NCI-H1563 cell growth in a cell viability assay. -

Literature References

PubMed DOI Target Context # Activities
18691894 10.1016/j.bmc.2008.07.076 MDA-MB-231 7
17603540 10.1038/nchembio.2007.10 RAC-alpha serine/threonine-protein kinase 5
18691894 10.1016/j.bmc.2008.07.076 MDA-MB-468 5
18691894 10.1016/j.bmc.2008.07.076 ADMET 5
18691894 10.1016/j.bmc.2008.07.076 MCF7 5
17850214 10.1042/bj20070797 Unchecked 4
23398362 10.1042/bj20121418 Protein kinase C beta type 4
23398362 10.1042/bj20121418 cGMP-dependent protein kinase 1 4
23398362 10.1042/bj20121418 Tyrosine-protein kinase HCK 4
23398362 10.1042/bj20121418 Serine/threonine-protein kinase mTOR 4
23398362 10.1042/bj20121418 Tyrosine-protein kinase Lck 4
23398362 10.1042/bj20121418 Insulin receptor 4
23398362 10.1042/bj20121418 Insulin-like growth factor 1 receptor 4
23398362 10.1042/bj20121418 Cyclin-dependent kinase 5/CDK5 activator 1 4
17850214 10.1042/bj20070797 RAC-alpha serine/threonine-protein kinase 4
29019677 10.1021/acs.jnatprod.7b00515 HEK293 4
26945110 10.1016/j.ejmech.2016.02.047 NON-PROTEIN TARGET 3
18479914 10.1016/j.bmcl.2008.04.074 RAC-alpha serine/threonine-protein kinase 2
18479914 10.1016/j.bmcl.2008.04.074 RAC-beta serine/threonine-protein kinase 2
18054229 10.1016/j.bmcl.2007.11.015 RAC-alpha serine/threonine-protein kinase 2

Data from ChEMBL 36 via Core Engine