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Compound Detail

CHEMBL601661

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CNC(=O)Nc1ccc(-c2nc(N3CC4CCC(C3)O4)c3cnn(C4CCC5(CC4)OCCO5)c3n2)cc1

Basic Information

ChEMBL ID CHEMBL601661
Phase Preclinical
Structure Type MOL
InChI Key QLHHRYZMBGPBJG-UHFFFAOYSA-N
22
Targets
49
Activities
1
Assay Types
2
PK Parameters
20
Publications
0
Known Names

Molecular Properties

519.6
MW (Da)
3.47
ALogP
9
HBA
2
HBD
115.7
PSA (Ų)
0.54
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C27H33N7O4
MW 519.61
Aromatic Rings 3
Heavy Atoms 38
NP-Likeness -1.20

Activity Summary

IC50 49 meas. best 9.72

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase mTOR
CHEMBL2842
IC50 9.72 7.8405 0.2 21
PC3MM2
CHEMBL6066786
IC50 8.7 8.7 2.0 1
LNCaP
CHEMBL612518
IC50 8.7 8.7 2.0 2
MDA-MB-361
CHEMBL614129
IC50 7.92 6.885 12.0 4
MG-63
CHEMBL614347
IC50 7.6 7.6 25.0 1
MDA-MB-468
CHEMBL614335
IC50 7.6 7.6 25.0 1
BT-549
CHEMBL614072
IC50 7.43 7.43 37.0 1
HeLa
CHEMBL399
IC50 7.26 7.26 55.0 1
MDA-MB-231
CHEMBL400
IC50 7.22 7.22 60.0 1
U-87 MG
CHEMBL614247
IC50 7.19 7.19 65.0 1
NCI-H1975
CHEMBL614348
IC50 7.16 7.16 70.0 1
A498
CHEMBL614516
IC50 7.0 6.52 100.0 3
A549
CHEMBL392
IC50 6.99 6.99 102.0 1
786-0
CHEMBL613102
IC50 6.92 6.92 120.0 1
NCI-H157
CHEMBL614783
IC50 6.84 6.84 145.0 1
NCI-H460
CHEMBL396
IC50 6.52 6.52 300.0 1
HCT-116
CHEMBL394
IC50 6.42 6.42 380.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
IC50 5.93 5.93 1180.0 1
PI3-kinase p110-alpha/p85-alpha
CHEMBL2111367
IC50 5.93 5.93 1179.0 1
Serine/threonine-protein kinase SMG1
CHEMBL1795195
IC50 5.9 5.9 1250.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
IC50 5.62 5.62 2380.0 1
SARS-CoV-2
CHEMBL4303835
IC50 4.67 4.67 21620.0 2

Pharmacokinetic Data

Parameter Value Units Species
T1/2 0.5 hr Mus musculus
T1/2 0.4333 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase mTOR IC50 = 0.19 nM 9.72 Inhibition of human recombinant mTOR assessed as decrease in phosphorylation of ... 32966896
Serine/threonine-protein kinase mTOR IC50 = 0.19 nM 9.72 Inhibition of human full-length Flag-tagged mTOR expressed in HEK293 cells using... 20068177
Serine/threonine-protein kinase mTOR IC50 = 0.19 nM 9.72 Affinity Biochemical interaction: (Dissociation-enhanced lanthanide fluorescent ... -
Serine/threonine-protein kinase mTOR IC50 = 0.21 nM 9.68 Inhibition of mTOR 20089401
LNCaP IC50 = 2.0 nM 8.7 Cytotoxicity against human LNCAP cells 20089401
Serine/threonine-protein kinase mTOR IC50 = 2.0 nM 8.7 Affinity Phenotypic Cellular interaction: (Cell growth assay (inhibition of cell... -
Serine/threonine-protein kinase mTOR IC50 = 2.0 nM 8.7 Affinity Phenotypic Cellular interaction: (Cell growth assay (inhibition of cell... -
LNCaP IC50 = 2.0 nM 8.7 Antiproliferative activity against human LNCaP cells assessed as cell growth inh... 20068177
PC3MM2 IC50 = 2.0 nM 8.7 Antiproliferative activity against human PC3MM2 cells assessed as cell growth in... 20068177
Serine/threonine-protein kinase mTOR IC50 = 2.1 nM 8.68 Affinity Phenotypic Cellular interaction: (Cell growth assay (inhibition of cell... -
MDA-MB-361 IC50 = 12.0 nM 7.92 Antiproliferative activity against human MDA-MB-361 cells assessed as cell growt... 20068177
Serine/threonine-protein kinase mTOR IC50 = 24.0 nM 7.62 Affinity Phenotypic Cellular interaction: (Cell growth assay (inhibition of cell... -
MDA-MB-361 IC50 = 24.0 nM 7.62 Antiproliferative activity against human MDA-MB-361 cells assessed as cell growt... 20068177
Serine/threonine-protein kinase mTOR IC50 = 25.0 nM 7.6 Affinity Phenotypic Cellular interaction: (Cell growth assay (inhibition of cell... -
MG-63 IC50 = 25.0 nM 7.6 Antiproliferative activity against human MG-63 cells assessed as cell growth inh... 20068177
Serine/threonine-protein kinase mTOR IC50 = 25.0 nM 7.6 Affinity Phenotypic Cellular interaction: (Cell growth assay (inhibition of cell... -
MDA-MB-468 IC50 = 25.0 nM 7.6 Antiproliferative activity against human MDA-MB-468 cells assessed as cell growt... 20068177
BT-549 IC50 = 37.0 nM 7.43 Antiproliferative activity against human BT-549 cells assessed as cell growth in... 20068177
Serine/threonine-protein kinase mTOR IC50 = 37.0 nM 7.43 Affinity Phenotypic Cellular interaction: (Cell growth assay (inhibition of cell... -
MDA-MB-361 IC50 = 50.0 nM 7.3 Antiproliferative activity against human MDA-MB-361 cells assessed as cell growt... 20068177

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL4689842 Fibroblast 346
- 10.6019/CHEMBL4689842 HEK-293T 344
- 10.6019/CHEMBL4689842 U2OS 343
20068177 10.1158/0008-5472.can-09-2340 MDA-MB-361 37
20068177 10.1158/0008-5472.can-09-2340 mTORC2 26
- 10.6019/CHEMBL5465560 Tyrosine-protein kinase ABL1 20
- 10.6019/CHEMBL5444388 Serine/threonine-protein kinase mTOR 18
- 10.6019/CHEMBL5465560 Epidermal growth factor receptor 16
- 10.6019/CHEMBL5724558 Colon cancer organoid 12
- 10.6019/CHEMBL5674860 Colon cancer organoid 12
- 10.6019/CHEMBL5465560 Mast/stem cell growth factor receptor Kit 11
20068177 10.1158/0008-5472.can-09-2340 Unchecked 11
- 10.6019/CHEMBL5465560 Receptor-type tyrosine-protein kinase FLT3 10
- 10.6019/CHEMBL5465560 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 10
20068177 10.1158/0008-5472.can-09-2340 A549 10
20068177 10.1158/0008-5472.can-09-2340 U-87 MG 8
20068177 10.1158/0008-5472.can-09-2340 A498 8
- 10.6019/CHEMBL5465560 Proto-oncogene tyrosine-protein kinase receptor Ret 7
20068177 10.1158/0008-5472.can-09-2340 PC3MM2 7
20068177 10.1158/0008-5472.can-09-2340 Serine/threonine-protein kinase mTOR 7

Data from ChEMBL 36 via Core Engine