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Compound Detail

CHEMBL4286698

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Nc1cc(C(F)F)c(-c2nc(N3C4CCC3COC4)nc(N3C4CCC3COC4)n2)cn1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4286698
Phase Preclinical
Structure Type MOL
InChI Key UGDKPWVVBKHRDK-UHFFFAOYSA-N
18
Targets
28
Activities
3
Assay Types
9
PK Parameters
20
Publications
0
Known Names

Molecular Properties

445.5
MW (Da)
2.19
ALogP
9
HBA
1
HBD
102.5
PSA (Ų)
0.76
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 C21H25F2N7O2
MW 445.47
Aromatic Rings 2
Heavy Atoms 32
NP-Likeness -0.37

Activity Summary

IC50 12 meas. best 7.07
Kd 12 meas. best 9.57
Ki 4 meas. best 7.97

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase mTOR
CHEMBL2842
 Kd 9.57 9.57 0.3 2
Serine/threonine-protein kinase mTOR
CHEMBL2842
 Ki 7.97 7.97 10.8 2
Unchecked
CHEMBL612545
 IC50 7.07 6.895 85.2 2
mTORC1
CHEMBL4296661
 IC50 7.07 7.07 85.2 1
mTORC2
CHEMBL4523999
 IC50 6.72 6.72 190.0 1
SK-N-AS
CHEMBL1075578
 IC50 6.04 6.04 920.0 1
T98G
CHEMBL614775
 IC50 6.04 6.04 920.0 1
A 172
CHEMBL614512
 IC50 6.04 6.04 920.0 1
U-87 MG
CHEMBL614247
 IC50 6.04 6.04 920.0 1
A-375
CHEMBL613859
 IC50 6.04 6.04 920.0 1
RPMI-7951
CHEMBL612447
 IC50 6.04 6.04 920.0 1
COLO-829
CHEMBL2366275
 IC50 6.04 6.04 920.0 1
SK-N-FI
CHEMBL2366120
 IC50 6.04 6.04 920.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 Kd 6.0 6.0 1000.0 2
Phosphatidylinositol 3-kinase catalytic subunit type 3
CHEMBL1075165
 Kd 5.56 5.56 2750.0 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 Ki 5.38 5.38 4203.0 1
PI3-kinase p110-alpha/p85-alpha
CHEMBL2111367
 Ki 5.38 5.38 4203.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 Kd 4.75 4.75 18000.0 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 Kd 4.66 4.66 22000.0 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 Kd 4.64 4.64 23000.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 409000.0 ng.hr.mL-1 Rattus norvegicus
AUC 404.0 ug.hr/g Rattus norvegicus
Cmax 3041.73 nM Rattus norvegicus
Cmax 1310.0 ng/g Rattus norvegicus
Cmax 10853.71 nM Mus musculus
Cmax 7706.0 ng/g Mus musculus
Fu 0.03 - Rattus norvegicus
T1/2 7.807 hr Rattus norvegicus
T1/2 5.407 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Serine/threonine-protein kinase mTOR Kd = 0.27 nM 9.57 Binding affinity to wild-type human partial length mTOR (L1382 to W2549 residues... 31465220
Serine/threonine-protein kinase mTOR Kd = 0.27 nM 9.57 Inhibition of human mTOR (1382 to 2549 residues) expressed in mammalian expressi... 30359003
Serine/threonine-protein kinase mTOR Ki = 10.8 nM 7.97 Binding affinity to recombinant human GST-tagged mTOR catalytic domain (1360 to ... 30359003
Serine/threonine-protein kinase mTOR Ki = 10.8 nM 7.97 Inhibition of alexa fluor 647-labeled kinase tracer 314 binding to recombinant h... 31465220
mTORC1 IC50 = 85.2 nM 7.07 Inhibition of mTORC1 in human A2058 cells assessed as reduction in ribosomal pro... 31465220
Unchecked IC50 = 85.2 nM 7.07 Inhibition of TORC1 in human A2058 cells assessed as decrease in S6 phosphorylat... 30359003
mTORC2 IC50 = 190.0 nM 6.72 Inhibition of mTORC2 in human A2058 cells assessed as reduction in PKB phosphory... 31465220
Unchecked IC50 = 190.0 nM 6.72 Inhibition of TORC2 in human A2058 cells assessed as decrease in PKB/Akt phospho... 30359003
SK-N-AS IC50 = 920.0 nM 6.04 Growth inhibition of human SK-N-AS cells after 72 hrs by ATPlite based assay 30359003
SK-N-FI IC50 = 920.0 nM 6.04 Growth inhibition of human SK-N-FI cells after 72 hrs by ATPlite based assay 30359003
A-375 IC50 = 920.0 nM 6.04 Growth inhibition of human A375 cells after 72 hrs by ATPlite based assay 30359003
COLO-829 IC50 = 920.0 nM 6.04 Growth inhibition of human COLO829 cells after 72 hrs by ATPlite based assay 30359003
RPMI-7951 IC50 = 920.0 nM 6.04 Growth inhibition of human RPMI7951 cells after 72 hrs by ATPlite based assay 30359003
T98G IC50 = 920.0 nM 6.04 Growth inhibition of human T98G cells after 72 hrs by ATPlite based assay 30359003
U-87 MG IC50 = 920.0 nM 6.04 Growth inhibition of human U87MG cells after 72 hrs by ATPlite based assay 30359003
A 172 IC50 = 920.0 nM 6.04 Growth inhibition of human A172 cells after 72 hrs by ATPlite based assay 30359003
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform Kd = 1000.0 nM 6.0 Inhibition of human PI3Kalpha (108 to 1068 residues) expressed in mammalian expr... 30359003
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform Kd = 1000.0 nM 6.0 Binding affinity to human wild-type partial length PI3Kalpha (R108 to N1068 resi... 31465220
Phosphatidylinositol 3-kinase catalytic subunit type 3 Kd = 2750.0 nM 5.56 Binding affinity to human wild-type partial length VPS34 (S282 to H879 residues)... 31465220
Phosphatidylinositol 3-kinase catalytic subunit type 3 Kd = 2750.0 nM 5.56 Inhibition of human VPS34 (282 to 879 residues) expressed in mammalian expressio... 30359003

Literature References

PubMed DOI Target Context # Activities
30359003 10.1021/acs.jmedchem.8b01262 ADMET 16
30359003 10.1021/acs.jmedchem.8b01262 Unchecked 15
30359003 10.1021/acs.jmedchem.8b01262 No relevant target 7
33166139 10.1021/acs.jmedchem.0c00620 ADMET 7
30359003 10.1021/acs.jmedchem.8b01262 Mus musculus 5
30359003 10.1021/acs.jmedchem.8b01262 Rattus norvegicus 3
33166139 10.1021/acs.jmedchem.0c00620 Mus musculus 2
30359003 10.1021/acs.jmedchem.8b01262 Serine/threonine-protein kinase mTOR 2
30359003 10.1021/acs.jmedchem.8b01262 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 2
31465220 10.1021/acs.jmedchem.9b00972 Serine/threonine-protein kinase mTOR 2
31465220 10.1021/acs.jmedchem.9b00972 Unchecked 2
30359003 10.1021/acs.jmedchem.8b01262 SK-N-AS 1
30359003 10.1021/acs.jmedchem.8b01262 COLO-829 1
30359003 10.1021/acs.jmedchem.8b01262 A-375 1
30359003 10.1021/acs.jmedchem.8b01262 SK-N-FI 1
30359003 10.1021/acs.jmedchem.8b01262 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
30359003 10.1021/acs.jmedchem.8b01262 U-87 MG 1
30359003 10.1021/acs.jmedchem.8b01262 A 172 1
30359003 10.1021/acs.jmedchem.8b01262 Phosphatidylinositol 3-kinase catalytic subunit type 3 1
30359003 10.1021/acs.jmedchem.8b01262 Phosphatidylinositol 4-kinase beta 1

Data from ChEMBL 36 via Core Engine