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Compound Detail

CHEMBL3659990

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O=C(Nc1ccc2[nH]nc(-c3nc4ccc(N5CCOCC5)cc4[nH]3)c2c1)C1CC1(F)F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3659990
Phase Preclinical
Structure Type MOL
InChI Key PVMIBRDKTVSNOE-UHFFFAOYSA-N
45
Targets
65
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

438.4
MW (Da)
3.54
ALogP
5
HBA
3
HBD
98.9
PSA (Ų)
0.45
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 C22H20F2N6O2
MW 438.44
Aromatic Rings 4
Heavy Atoms 32
NP-Likeness -1.58

Activity Summary

IC50 64 meas. best 7.48
EC50 1 meas. best 7.12

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
KATO III stomach cancer cell line
CHEMBL612700
 IC50 7.48 7.48 33.0 1
AN3-CA
CHEMBL1075392
 IC50 7.41 7.285 39.0 2
Kasumi 1
CHEMBL613988
 IC50 7.27 7.27 54.0 1
3-phosphoinositide-dependent protein kinase 1
CHEMBL2534
 EC50 7.12 7.12 75.6 1
3-phosphoinositide-dependent protein kinase 1
CHEMBL2534
 IC50 7.1 7.035 80.0 4
MFE-296
CHEMBL1075503
 IC50 6.87 6.87 134.0 1
DMS-114
CHEMBL614642
 IC50 6.58 6.58 260.0 1
Unchecked
CHEMBL612545
 IC50 6.52 5.6875 300.0 12
SK-ES1
CHEMBL613970
 IC50 6.39 6.39 405.0 1
RL95-2
CHEMBL2366168
 IC50 6.35 5.93 449.1 2
HEL
CHEMBL613888
 IC50 6.29 6.29 509.0 1
CCRF-HSB-2
CHEMBL614541
 IC50 6.16 6.16 691.0 1
Jurkat
CHEMBL397
 IC50 6.16 6.16 696.0 1
Granta-519
CHEMBL4483240
 IC50 6.08 6.08 827.0 1
SAOS-2
CHEMBL614894
 IC50 6.02 6.02 948.0 1
CAKI-1
CHEMBL614067
 IC50 6.01 6.01 982.0 1
Ramos
CHEMBL614629
 IC50 5.95 5.95 1130.0 1
MG-63
CHEMBL614347
 IC50 5.91 5.91 1240.0 1
MDA-MB-468
CHEMBL614335
 IC50 5.9 5.9 1260.0 1
HCT-116
CHEMBL394
 IC50 5.87 5.87 1350.0 1
Hs-578T
CHEMBL614645
 IC50 5.84 5.84 1460.0 1
BXPC-3
CHEMBL614530
 IC50 5.81 5.81 1550.0 1
HuP-T4
CHEMBL1075478
 IC50 5.76 5.76 1750.0 1
Hs 766
CHEMBL612597
 IC50 5.71 5.71 1940.0 1
K562
CHEMBL385
 IC50 5.69 5.69 2060.0 1
RT-4
CHEMBL614884
 IC50 5.61 5.61 2460.0 1
SK-OV-3
CHEMBL614925
 IC50 5.57 5.57 2670.0 1
SK-MEL-5
CHEMBL614922
 IC50 5.55 5.55 2790.0 1
WI-38
CHEMBL614391
 IC50 5.51 5.51 3100.0 1
MDA-MB-435
CHEMBL614697
 IC50 5.5 5.5 3170.0 1
SW480
CHEMBL612544
 IC50 5.49 5.49 3240.0 1
HEC-1-A
CHEMBL4296424
 IC50 5.47 5.42 3400.0 2
HeLa
CHEMBL399
 IC50 5.47 5.47 3400.0 1
MDA-MB-231
CHEMBL400
 IC50 5.44 5.44 3660.0 1
HEK293
CHEMBL614818
 IC50 5.44 5.44 3600.0 1
AGS
CHEMBL613860
 IC50 5.43 5.43 3700.0 1
T-24
CHEMBL614774
 IC50 5.41 5.41 3910.0 1
T98G
CHEMBL614775
 IC50 5.39 5.39 4090.0 1
BT-549
CHEMBL614072
 IC50 5.29 5.29 5090.0 1
OVCAR-8
CHEMBL612555
 IC50 5.27 5.27 5360.0 1
DLD-1
CHEMBL614285
 IC50 5.25 5.25 5680.0 1
PSN1
CHEMBL614241
 IC50 5.17 5.17 6750.0 1
CFPAC-1
CHEMBL613506
 IC50 5.14 5.14 7220.0 1
U-87 MG
CHEMBL614247
 IC50 5.1 5.1 7940.0 1
786-0
CHEMBL613102
 IC50 5.07 5.07 8460.0 1
PC-3
CHEMBL390
 IC50 5.06 5.06 8740.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
KATO III stomach cancer cell line IC50 = 33.0 nM 7.48 Antiproliferative activity against human KATO III cells 29150397
AN3-CA IC50 = 39.0 nM 7.41 Antiproliferative activity against human AN3CA cells harboring PTEN/PIK3R1 doubl... 29150397
Kasumi 1 IC50 = 54.0 nM 7.27 Antiproliferative activity against human Kasumi-1 cells 29150397
AN3-CA IC50 = 69.3 nM 7.16 Antiproliferative activity against human AN3CA cells 29150397
3-phosphoinositide-dependent protein kinase 1 EC50 = 75.6 nM 7.12 Inhibition of PDK1 mediated PI3K/Akt/mTOR pathway activation in human AN3CA cell... 29150397
3-phosphoinositide-dependent protein kinase 1 IC50 = 80.0 nM 7.1 Binding Assay: The secondary assay was a time resolved-FRET LanthaScreen Kinase ... -
3-phosphoinositide-dependent protein kinase 1 IC50 = 80.0 nM 7.1 Inhibition of PDK1 (unknown origin) after 1 hr in presence of Ser/Thr-07 by fluo... 29150397
3-phosphoinositide-dependent protein kinase 1 IC50 = 80.0 nM 7.1 Inhibition of PDK1 (unknown origin) by TR-FRET assay 29150397
MFE-296 IC50 = 134.0 nM 6.87 Antiproliferative activity against human MFE296 cells 29150397
3-phosphoinositide-dependent protein kinase 1 IC50 = 143.0 nM 6.84 Activity Assay: The primary assay for compound inhibitory activity was the ATP d... -
DMS-114 IC50 = 260.0 nM 6.58 Antiproliferative activity against human DMS114 cells 29150397
Unchecked IC50 = 300.0 nM 6.52 Antiproliferative activity against rat F98 cells 29150397
SK-ES1 IC50 = 405.0 nM 6.39 Antiproliferative activity against human SK-ES-1 cells 29150397
RL95-2 IC50 = 449.1 nM 6.35 Antiproliferative activity against human RL95-2 cells harboring PTEN/HRAS double... 29150397
HEL IC50 = 509.0 nM 6.29 Antiproliferative activity against HEL cells 29150397
Unchecked IC50 = 609.0 nM 6.21 Antiproliferative activity against human TC71 cells 29150397
CCRF-HSB-2 IC50 = 691.0 nM 6.16 Antiproliferative activity against human HSB2 cells 29150397
Jurkat IC50 = 696.0 nM 6.16 Antiproliferative activity against human Jurkat cells 29150397
Unchecked IC50 = 728.0 nM 6.14 Antiproliferative activity against human Granta 4 cells 29150397
Granta-519 IC50 = 827.0 nM 6.08 Antiproliferative activity against human GRANTA-519 cells 29150397

Literature References

PubMed DOI Target Context # Activities
29150397 10.1016/j.bmcl.2017.10.041 Unchecked 13
29150397 10.1016/j.bmcl.2017.10.041 3-phosphoinositide-dependent protein kinase 1 12
29150397 10.1016/j.bmcl.2017.10.041 Hs-578T 4
29150397 10.1016/j.bmcl.2017.10.041 AN3-CA 3
29150397 10.1016/j.bmcl.2017.10.041 RL95-2 2
29150397 10.1016/j.bmcl.2017.10.041 HEC-1-A 2
29150397 10.1016/j.bmcl.2017.10.041 MV4-11 1
29150397 10.1016/j.bmcl.2017.10.041 Mus musculus 1
29150397 10.1016/j.bmcl.2017.10.041 Jurkat 1
29150397 10.1016/j.bmcl.2017.10.041 CCRF-HSB-2 1
29150397 10.1016/j.bmcl.2017.10.041 HEL 1
29150397 10.1016/j.bmcl.2017.10.041 SK-ES1 1
29150397 10.1016/j.bmcl.2017.10.041 DMS-114 1
29150397 10.1016/j.bmcl.2017.10.041 MFE-296 1
29150397 10.1016/j.bmcl.2017.10.041 Kasumi 1 1
29150397 10.1016/j.bmcl.2017.10.041 KATO III stomach cancer cell line 1
29150397 10.1016/j.bmcl.2017.10.041 KG-1 1
29150397 10.1016/j.bmcl.2017.10.041 Platelet-derived growth factor receptor alpha 1
29150397 10.1016/j.bmcl.2017.10.041 Vascular endothelial growth factor receptor 2 1
29150397 10.1016/j.bmcl.2017.10.041 Vascular endothelial growth factor receptor 1 1

Data from ChEMBL 36 via Core Engine