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Compound Detail

CHEMBL3984425

EGANELISIB
🧪 Phase II
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🧪 Phase II
C[C@H](NC(=O)c1c(N)nn2cccnc12)c1cc2cccc(C#Cc3cnn(C)c3)c2c(=O)n1-c1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3984425
Name EGANELISIB
Phase Phase II
Structure Type MOL
InChI Key XUMALORDVCFWKV-IBGZPJMESA-N

Known Names

Eganelisib Ipi-549 Pi3k-gamma inhibitor ipi-549
11
Targets
49
Activities
2
Assay Types
27
PK Parameters
20
Publications
3
Known Names
1
Indications
1
Mechanisms

Molecular Properties

528.6
MW (Da)
3.24
ALogP
9
HBA
2
HBD
125.1
PSA (Ų)
0.34
QED
1
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer
USAN Stem -lisib
USAN Year 2020

Extended Properties

Molecular Formula C30H24N8O2
MW 528.58
Aromatic Rings 6
Heavy Atoms 40
NP-Likeness -1.43

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
PI3-kinase p110-gamma subunit inhibitor INHIBITOR Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform ✓ ✓

Indications

Neoplasms

Activity Summary

IC50 45 meas. best 9.54
Kd 4 meas. best 9.54

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 IC50 9.54 6.5036 0.3 11
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
 Kd 9.54 9.54 0.3 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL2189158
 IC50 8.92 8.92 1.2 1
PI3-kinase p110-alpha/p85-alpha
CHEMBL2111367
 Kd 7.77 7.77 17.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
 IC50 7.77 6.03 17.0 9
PI3-kinase p110-delta/p85-alpha
CHEMBL2111432
 Kd 7.64 7.64 23.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
 IC50 7.64 5.897 23.0 10
PI3K p110 beta/p85 alpha
CHEMBL3038510
 Kd 7.09 7.09 82.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
 IC50 7.09 5.9567 82.0 9
Unchecked
CHEMBL612545
 IC50 6.01 6.01 980.0 1
PI3-kinase p110-alpha/p85-alpha
CHEMBL2111367
 IC50 5.5 5.5 3200.0 1
PI3K p110 beta/p85 alpha
CHEMBL3038510
 IC50 5.46 5.46 3500.0 1
DNA-dependent protein kinase catalytic subunit
CHEMBL3142
 IC50 5.32 5.32 4800.0 1
Phosphatidylinositol 3-kinase catalytic subunit type 3
CHEMBL1075165
 IC50 4.4 4.4 40000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 4030.0 ng.hr.mL-1 Macaca fascicularis
AUC 1066.0 ng.hr.mL-1 Canis lupus familiaris
AUC 8049.0 ng.hr.mL-1 Rattus norvegicus
AUC 20568.0 ng.hr.mL-1 Mus musculus
CL 4.3 mL.min-1.kg-1 Macaca fascicularis
CL 2.8 mL.min-1.kg-1 Canis lupus familiaris
CL 4.4 mL.min-1.kg-1 Rattus norvegicus
CL 3.6 mL.min-1.kg-1 Mus musculus
Cmax 560.0 nM Macaca fascicularis
Cmax 1900.0 nM Canis lupus familiaris
Cmax 2000.0 nM Rattus norvegicus
Cmax 3600.0 nM Mus musculus
F 31.0 % Macaca fascicularis
F 65.0 % Canis lupus familiaris
F 57.0 % Rattus norvegicus
F 88.0 % Mus musculus
Fu 0.011 - Homo sapiens
Fu 0.04 - Macaca mulatta
Fu 0.028 - Canis lupus familiaris
Fu 0.028 - Rattus norvegicus
Fu 0.022 - Mus musculus
T1/2 4.3 hr Macaca fascicularis
T1/2 6.7 hr Canis lupus familiaris
T1/2 4.4 hr Rattus norvegicus
T1/2 3.2 hr Mus musculus
T1/2 6.0 hr Homo sapiens
T1/2 6.0 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 0.29 nM 9.54 Inhibition of P13Kgamma (unknown origin) 36462440
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform Kd = 0.29 nM 9.54 Binding affinity to human recombinant full length N-terminal His-tagged PI3Kgamm... 27660692
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 0.29 nM 9.54 Inhibition of PI3Kgamma (unknown origin) 30530193
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 1.2 nM 8.92 Inhibition of PI3Kgamma in C5a-stimulated mouse RAW264.7 cells assessed as reduc... 27660692
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform IC50 = 16.0 nM 7.8 Inhibition of human recombinant full length N-terminal His-tagged PI3Kgamma expr... 27660692
PI3-kinase p110-alpha/p85-alpha Kd = 17.0 nM 7.77 Binding affinity to human recombinant full length N-terminal His6-tagged PI3K p1... 27660692
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 17.0 nM 7.77 Inhibition of PI3Kalpha (unknown origin) 30530193
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 23.0 nM 7.64 Inhibition of PI3Kdelta (unknown origin) 30530193
PI3-kinase p110-delta/p85-alpha Kd = 23.0 nM 7.64 Binding affinity to human recombinant full length N-terminal GST-tagged PI3K p11... 27660692
PI3K p110 beta/p85 alpha Kd = 82.0 nM 7.09 Binding affinity to human recombinant full length N-terminal His6-tagged PI3K p1... 27660692
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 82.0 nM 7.09 Inhibition of PI3Kbeta (unknown origin) 30530193
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 180.0 nM 6.75 Inhibition of PI3Kdelta in IgM-stimulated human Raji cells assessed as reduction... 27660692
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 240.0 nM 6.62 Inhibition of PI3Kbeta in human 786-O cells assessed as reduction in AKT phospho... 27660692
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 250.0 nM 6.6 Inhibition of PI3Kalpha in human SKOV-3 cells assessed as reduction in AKT phosp... 27660692
Unchecked IC50 = 980.0 nM 6.01 Antifibrotic activity against mouse Mlg2908 cells assessed as reduction in cell ... 31335136
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 2000.0 nM 5.7 PI3-Kinase HTRF™ Assay: PI3 Kinase α, β, γ or δ activity was assayed using the P... -
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 2000.0 nM 5.7 PI3-Kinase HTRF Assay: A PI3-Kinase HTRF® assay kit (cat No. 33-016) purchased f... -
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2000.0 nM 5.7 PI3-Kinase HTRF Assay: A PI3-Kinase HTRF® assay kit (cat No. 33-016) purchased f... -
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform IC50 = 2000.0 nM 5.7 PI3-Kinase HTRF™ Assay: PI3 Kinase α, β, γ or δ activity was assayed using the P... -
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform IC50 = 2000.0 nM 5.7 PI3-Kinase HTRF Assay: A PI3-Kinase HTRF® assay kit (cat No. 33-016) purchased f... -

Literature References

PubMed DOI Target Context # Activities
27660692 10.1021/acsmedchemlett.6b00238 ADMET 31
27660692 10.1021/acsmedchemlett.6b00238 Unchecked 6
27660692 10.1021/acsmedchemlett.6b00238 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 4
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
27660692 10.1021/acsmedchemlett.6b00238 PI3-kinase p110-alpha/p85-alpha 2
27660692 10.1021/acsmedchemlett.6b00238 PI3K p110 beta/p85 alpha 2
27660692 10.1021/acsmedchemlett.6b00238 PI3-kinase p110-delta/p85-alpha 2
27660692 10.1021/acsmedchemlett.6b00238 Cytochrome P450 2B6 1
27660692 10.1021/acsmedchemlett.6b00238 Cytochrome P450 1A2 1
27660692 10.1021/acsmedchemlett.6b00238 NON-PROTEIN TARGET 1
27660692 10.1021/acsmedchemlett.6b00238 Salmonella typhimurium 1
27660692 10.1021/acsmedchemlett.6b00238 Voltage-gated inwardly rectifying potassium channel KCNH2 1
27660692 10.1021/acsmedchemlett.6b00238 Cytochrome P450 2C8 1
27660692 10.1021/acsmedchemlett.6b00238 Cytochrome P450 2C9 1
27660692 10.1021/acsmedchemlett.6b00238 Cytochrome P450 2C19 1
27660692 10.1021/acsmedchemlett.6b00238 Cytochrome P450 2D6 1
27660692 10.1021/acsmedchemlett.6b00238 Cytochrome P450 3A4 1
27660692 10.1021/acsmedchemlett.6b00238 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
27660692 10.1021/acsmedchemlett.6b00238 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
36462440 10.1016/j.ejmech.2022.114971 Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1

Data from ChEMBL 36 via Core Engine