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Compound Detail

CHEMBL3414623

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Cc1cn(CCN2CCN(c3ccccc3-c3cc(C#N)cc(C(=O)NCCCN4CCCC4)c3)CC2)c2ccccc12
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3414623
Phase Preclinical
Structure Type MOL
InChI Key PNYRDVBFYVDJJI-UHFFFAOYSA-N
239
Targets
298
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

574.8
MW (Da)
5.53
ALogP
6
HBA
1
HBD
67.5
PSA (Ų)
0.25
QED
2
Ro5 Violations
10
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula C36H42N6O
MW 574.77
Aromatic Rings 4
Heavy Atoms 43
NP-Likeness -1.47

Activity Summary

IC50 298 meas. best 7.77

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
N-lysine methyltransferase SMYD2
CHEMBL2169716
 IC50 7.77 6.5891 17.0 11
DOHH-2
CHEMBL2366181
 IC50 6.58 6.58 263.0 1
KYSE-140
CHEMBL1075484
 IC50 6.52 6.17 300.0 2
KYSE-270
CHEMBL1075486
 IC50 6.52 6.0533 300.0 3
SNU-449
CHEMBL1075585
 IC50 6.52 6.17 300.0 2
UACC-812
CHEMBL1075604
 IC50 6.52 6.17 300.0 2
UACC-893
CHEMBL1075605
 IC50 6.52 6.17 300.0 2
MCF7
CHEMBL387
 IC50 6.52 5.95 300.0 3
HepG2
CHEMBL395
 IC50 6.52 5.99 300.0 3
MDA-MB-231
CHEMBL400
 IC50 6.52 6.1033 300.0 3
Hep 3B2
CHEMBL4296437
 IC50 6.52 6.17 300.0 2
KYSE-30
CHEMBL4513130
 IC50 6.52 6.17 300.0 2
KYSE-520 cell line
CHEMBL612701
 IC50 6.52 6.17 300.0 2
MX1
CHEMBL613704
 IC50 6.52 6.0533 300.0 3
KYSE-150 cell line
CHEMBL613998
 IC50 6.52 6.0533 300.0 3
KYSE-70 cell line
CHEMBL614012
 IC50 6.52 6.17 300.0 2
Huh-7
CHEMBL614039
 IC50 6.52 6.17 300.0 2
SK-HEP1
CHEMBL614912
 IC50 6.52 6.17 300.0 2
EB-3
CHEMBL2366369
 IC50 6.48 6.48 329.0 1
FLC clone 745
CHEMBL6066809
 IC50 6.17 6.17 680.0 1
SR
CHEMBL614300
 IC50 6.15 6.15 708.0 1
ARH-77
CHEMBL2366241
 IC50 6.11 6.11 780.0 1
WiDr
CHEMBL614647
 IC50 6.08 6.08 838.0 1
Unchecked
CHEMBL612545
 IC50 6.07 5.7312 855.0 25
Daudi
CHEMBL614281
 IC50 6.07 6.07 857.0 1
G-401
CHEMBL613509
 IC50 6.04 6.04 905.0 1
Jurkat
CHEMBL397
 IC50 6.03 6.03 925.0 1
COLO 205
CHEMBL614561
 IC50 6.03 6.03 944.0 1
ST486
CHEMBL2366293
 IC50 6.02 6.02 955.0 1
RD
CHEMBL614144
 IC50 6.02 6.02 954.0 1
DMS-273
CHEMBL614034
 IC50 6.01 6.01 987.0 1
SNU-16
CHEMBL613529
 IC50 6.0 6.0 993.0 1
MV4-11
CHEMBL613835
 IC50 6.0 6.0 1010.0 1
HEC-1-A
CHEMBL4296424
 IC50 5.98 5.98 1050.0 1
Ramos
CHEMBL614629
 IC50 5.98 5.98 1040.0 1
RKO
CHEMBL614879
 IC50 5.98 5.98 1040.0 1
DoTc2-4510
CHEMBL1075436
 IC50 5.97 5.97 1070.0 1
MHH-PREB-1
CHEMBL2366127
 IC50 5.97 5.97 1060.0 1
COLO 201
CHEMBL4523567
 IC50 5.97 5.97 1060.0 1
CWR22R
CHEMBL612657
 IC50 5.97 5.97 1060.0 1
COR-L105
CHEMBL1075431
 IC50 5.96 5.96 1110.0 1
SNU-423
CHEMBL1075584
 IC50 5.96 5.96 1110.0 1
MOLT-16
CHEMBL2366362
 IC50 5.96 5.96 1110.0 1
639-V
CHEMBL1075383
 IC50 5.94 5.94 1140.0 1
SH-4
CHEMBL2366309
 IC50 5.94 5.94 1150.0 1
NALM-6
CHEMBL614187
 IC50 5.94 5.94 1140.0 1
SCC-9
CHEMBL1075571
 IC50 5.93 5.93 1180.0 1
J-RT3-T3-5
CHEMBL2366219
 IC50 5.93 5.93 1180.0 1
DB
CHEMBL2366331
 IC50 5.93 5.93 1170.0 1
SK-BR-3
CHEMBL613834
 IC50 5.93 5.93 1170.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
N-lysine methyltransferase SMYD2 IC50 = 17.0 nM 7.77 Inhibition of SMYD2 (unknown origin) using N-terminal GST-tagged MAP3K2 and 3H-S... 29856759
N-lysine methyltransferase SMYD2 IC50 = 31.0 nM 7.51 Inhibition of SMYD2 (unknown origin) using [H3]-SAM and histone H4 as substrate ... 35914250
N-lysine methyltransferase SMYD2 IC50 = 70.0 nM 7.16 Inhibition of SMYD2 (unknown origin) transfected in human U2OS cells assessed as... 33011288
DOHH-2 IC50 = 263.0 nM 6.58 Antiproliferative activity against human DOHH-2 cells after 10 days 29856759
KYSE-30 IC50 = 300.0 nM 6.52 Antiproliferative activity against human KYSE-30 cells measured after 7 day by c... 25825497
MDA-MB-231 IC50 = 300.0 nM 6.52 Antiproliferative activity against human MDA-MB-231 cells measured after 7 day b... 25825497
UACC-893 IC50 = 300.0 nM 6.52 Antiproliferative activity against human UACC-893 cells measured after 7 day by ... 25825497
UACC-812 IC50 = 300.0 nM 6.52 Antiproliferative activity against human UACC-812 cells measured after 7 day by ... 25825497
MCF7 IC50 = 300.0 nM 6.52 Antiproliferative activity against human MCF7 cells measured after 7 day by cell... 25825497
MX1 IC50 = 300.0 nM 6.52 Antiproliferative activity against human MX1 cells measured after 7 day by cellt... 25825497
SNU-449 IC50 = 300.0 nM 6.52 Antiproliferative activity against human SNU-449 cells measured after 7 day by c... 25825497
HepG2 IC50 = 300.0 nM 6.52 Antiproliferative activity against human HepG2 cells measured after 7 day by cel... 25825497
SK-HEP1 IC50 = 300.0 nM 6.52 Antiproliferative activity against human SK-HEP1 cells measured after 7 day by c... 25825497
KYSE-150 cell line IC50 = 300.0 nM 6.52 Antiproliferative activity against human KYSE-150 cell line measured after 7 day... 25825497
KYSE-140 IC50 = 300.0 nM 6.52 Antiproliferative activity against human KYSE-140 cells measured after 7 day by ... 25825497
KYSE-270 IC50 = 300.0 nM 6.52 Antiproliferative activity against human KYSE-270 cells measured after 7 day by ... 25825497
KYSE-520 cell line IC50 = 300.0 nM 6.52 Antiproliferative activity against human KYSE520 cells measured after 7 day by c... 25825497
Hep 3B2 IC50 = 300.0 nM 6.52 Antiproliferative activity against human Hep3B cells measured after 7 day by cel... 25825497
KYSE-70 cell line IC50 = 300.0 nM 6.52 Antiproliferative activity against human KYSE-70 cells measured after 7 day by c... 25825497
Huh-7 IC50 = 300.0 nM 6.52 Antiproliferative activity against human Huh-7 cells measured after 7 day by cel... 25825497

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL5303300 U2OS 304
- 10.6019/CHEMBL5303300 Fibroblast 304
- 10.6019/CHEMBL5303300 HEK-293T 304
25825497 10.1074/jbc.m114.626861 KYSE-150 cell line 104
25825497 10.1074/jbc.m114.626861 Unchecked 32
29856759 10.1371/journal.pone.0197372 Unchecked 20
- 10.6019/CHEMBL5303304 U2OS 10
25825497 10.1074/jbc.m114.626861 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 10
25825497 10.1074/jbc.m114.626861 Epidermal growth factor receptor 9
- 10.6019/CHEMBL5303304 HEK-293T 9
25825497 10.1074/jbc.m114.626861 Mast/stem cell growth factor receptor Kit 8
- 10.6019/CHEMBL5303304 Fibroblast 8
25825497 10.1074/jbc.m114.626861 Receptor-type tyrosine-protein kinase FLT3 7
25825497 10.1074/jbc.m114.626861 N-lysine methyltransferase SMYD2 6
25825497 10.1074/jbc.m114.626861 Tyrosine-protein kinase ABL1 6
35914250 10.1021/acs.jmedchem.2c00325 N-lysine methyltransferase SMYD2 4
33011288 10.1016/j.bmcl.2020.127598 N-lysine methyltransferase SMYD2 4
25825497 10.1074/jbc.m114.626861 Proto-oncogene tyrosine-protein kinase receptor Ret 4
27075367 10.1021/acs.jmedchem.5b01890 N-lysine methyltransferase SMYD2 4
25825497 10.1074/jbc.m114.626861 Hepatocyte growth factor receptor 3

Data from ChEMBL 36 via Core Engine