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Compound Detail

CHEMBL4749352

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C[C@@H]1COCCN1c1nc(-c2cnc(N)cc2C(F)F)nc(N2[C@H](C)COC[C@@H]2C)n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL4749352
Phase Preclinical
Structure Type MOL
InChI Key YXQKBQLVKBUCLZ-UPJWGTAASA-N
8
Targets
10
Activities
3
Assay Types
30
PK Parameters
13
Publications
0
Known Names

Molecular Properties

435.5
MW (Da)
2.29
ALogP
9
HBA
1
HBD
102.5
PSA (Ų)
0.77
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H27F2N7O2
MW 435.48
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -0.56

Activity Summary

Kd 6 meas. best 9.17
IC50 2 meas. best 7.15
Ki 2 meas. best 8.44

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Serine/threonine-protein kinase mTOR
CHEMBL2842
 Kd 9.17 9.17 0.7 1
Serine/threonine-protein kinase mTOR
CHEMBL2842
 Ki 8.44 8.44 3.6 1
Phosphatidylinositol 3-kinase catalytic subunit type 3
CHEMBL1075165
 Kd 7.19 7.19 65.0 1
Unchecked
CHEMBL612545
 IC50 7.15 7.085 71.0 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 Kd 6.96 6.96 110.0 1
PI3-kinase p110-alpha/p85-alpha
CHEMBL2111367
 Ki 6.54 6.54 287.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 Kd 5.87 5.87 1350.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 Kd 5.84 5.84 1450.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 Kd 5.46 5.46 3500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 2429.0 ng.hr.mL-1 Rattus norvegicus
AUC 3689.0 ng.hr/g Rattus norvegicus
AUC 2936.0 ng.hr.mL-1 Mus musculus
AUC 2371.0 ng.hr.mL-1 Mus musculus
AUC 4653.0 ng.hr.mL-1 Mus musculus
AUC 3048.0 ng.hr.mL-1 Mus musculus
AUC 10295.0 ng.hr.mL-1 Mus musculus
AUC 17103.0 ng.hr.mL-1 Mus musculus
CL 56.62 mL.min-1.kg-1 Mus musculus
CL 64.87 mL.min-1.kg-1 Mus musculus
CL 35.73 mL.min-1.kg-1 Mus musculus
CL 50.2 mL.min-1.kg-1 Mus musculus
CL 40.45 mL.min-1.kg-1 Mus musculus
CL 24.33 mL.min-1.kg-1 Mus musculus
Cmax 2516.76 nM Mus musculus
Cmax 2174.61 nM Mus musculus
Cmax 3272.25 nM Mus musculus
Cmax 3024.25 nM Mus musculus
Cmax 4209.15 nM Mus musculus
Cmax 7681.18 nM Mus musculus
T1/2 3.35 hr Mus musculus
T1/2 2.7 hr Rattus norvegicus
T1/2 8.167 hr Canis lupus familiaris
T1/2 2.733 hr Homo sapiens
T1/2 3.0 hr Mus musculus
T1/2 2.2 hr Mus musculus
T1/2 2.9 hr Mus musculus
T1/2 2.3 hr Mus musculus
T1/2 2.4 hr Mus musculus
T1/2 2.4 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 = 0.67 nM 9.17 Binding affinity to wild-type human partial length MTOR (L1382 to W2549 residues... 33166139
Serine/threonine-protein kinase mTOR Ki = 3.6 nM 8.44 Inhibition of alexa fluor 647-labeled kinase tracer 314 binding to recombinant h... 33166139
Phosphatidylinositol 3-kinase catalytic subunit type 3 Kd = 65.0 nM 7.19 Binding affinity to wild-type human partial length VPS34 (S282 to H879 residues)... 33166139
Unchecked IC50 = 71.0 nM 7.15 Inhibition of mTORC1 in human A2058 cells assessed as reduction in RPS6 phosphor... 33166139
Unchecked IC50 = 96.0 nM 7.02 Inhibition of mTOR2 in human A2058 cells assessed as reduction in PKB/Akt phosph... 33166139
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform Kd = 110.0 nM 6.96 Binding affinity to wild-type human partial length PIK3CA (R108 to N1068 residue... 33166139
PI3-kinase p110-alpha/p85-alpha Ki = 287.0 nM 6.54 Inhibition of alexa fluor 647-labeled kinase tracer 314 binding to recombinant h... 33166139
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform Kd = 1350.0 nM 5.87 Binding affinity to wild-type human partial length PIK3CG (S144 to A1102 residue... 33166139
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform Kd = 1450.0 nM 5.84 Binding affinity to wild-type human partial length PIK3CB (P118 to S1070 residue... 33166139
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform Kd = 3500.0 nM 5.46 Binding affinity to wild-type human partial length PIK3CD (R108 to Q1044 residue... 33166139

Literature References

PubMed DOI Target Context # Activities
33166139 10.1021/acs.jmedchem.0c00620 ADMET 48
33166139 10.1021/acs.jmedchem.0c00620 Unchecked 18
33166139 10.1021/acs.jmedchem.0c00620 Serine/threonine-protein kinase mTOR 2
33166139 10.1021/acs.jmedchem.0c00620 Mus musculus 2
33166139 10.1021/acs.jmedchem.0c00620 PI3-kinase p110-alpha/p85-alpha 1
33166139 10.1021/acs.jmedchem.0c00620 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 1
33166139 10.1021/acs.jmedchem.0c00620 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
33166139 10.1021/acs.jmedchem.0c00620 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
33166139 10.1021/acs.jmedchem.0c00620 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
33166139 10.1021/acs.jmedchem.0c00620 Phosphatidylinositol 4-kinase beta 1
33166139 10.1021/acs.jmedchem.0c00620 Phosphatidylinositol 3-kinase catalytic subunit type 3 1
33166139 10.1021/acs.jmedchem.0c00620 Cytochrome P450 1A1 1
33166139 10.1021/acs.jmedchem.0c00620 Cytochrome P450 1A2 1

Data from ChEMBL 36 via Core Engine