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Compound Detail

CHEMBL2216870

IDELALISIB
💊 Approved Drug
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💊 Approved Drug
CC[C@H](Nc1ncnc2[nH]cnc12)c1nc2cccc(F)c2c(=O)n1-c1ccccc1

Basic Information

ChEMBL ID CHEMBL2216870
Name IDELALISIB
Phase Approved
Structure Type MOL
InChI Key IFSDAJWBUCMOAH-HNNXBMFYSA-N
Therapeutic ✓ Yes

Known Names

CAL-101 GS-1101 Gs-11cal-101 Idelalisib Zydelig
40
Targets
217
Activities
2
Assay Types
30
PK Parameters
20
Publications
5
Known Names
20
Indications
1
Mechanisms

Molecular Properties

415.4
MW (Da)
3.75
ALogP
7
HBA
2
HBD
101.4
PSA (Ų)
0.45
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 2014
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Oral

Flags

Black Box Warning First in Class Chemical Probe
USAN Stem -lisib
USAN Year 2013

Extended Properties

Molecular Formula C22H18FN7O
MW 415.43
Aromatic Rings 5
Heavy Atoms 31
NP-Likeness -1.23

Mechanism of Action

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

Indications

Leukemia, Lymphocytic, Chronic, B-Cell Lymphoma, Non-Hodgkin Lymphoma, Non-Hodgkin Neoplasms Neoplasms Lymphoma Lymphoma, Follicular Lymphoma, Follicular Amyloidosis Hodgkin Disease Lymphoma, Large B-Cell, Diffuse Lymphoma, Mantle-Cell Waldenstrom Macroglobulinemia Waldenstrom Macroglobulinemia Carcinoma, Pancreatic Ductal Leukemia, Myeloid, Acute Multiple Myeloma Precursor Cell Lymphoblastic Leukemia-Lymphoma Primary Myelofibrosis Rhinitis, Allergic, Seasonal

ATC Classification

L01EM01
idelalisib
Level 1: ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
Level 2: ANTINEOPLASTIC AGENTS

Drug Warnings

Black Box Warning
gastrointestinal toxicity
Country: United States
Black Box Warning
hepatotoxicity
Country: United States
Black Box Warning
infectious disease
Country: United States
Black Box Warning
respiratory toxicity
Country: United States

Activity Summary

IC50 215 meas. best 9.0
EC50 2 meas. best 8.1

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
IC50 9.0 8.3208 1.0 49
PI3-kinase p110-delta/p85-alpha
CHEMBL2111432
IC50 8.97 8.2544 1.1 9
Unchecked
CHEMBL612545
IC50 8.26 5.6858 5.5 12
TMD8
CHEMBL4296503
IC50 8.14 7.12 7.3 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform
CHEMBL3130
EC50 8.1 8.1 8.0 2
Raji
CHEMBL614628
IC50 8.0 6.5 9.9 2
SU-DHL-6
CHEMBL4296496
IC50 7.65 7.0643 22.5 7
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL3267
IC50 7.56 6.87 27.4 33
OCI-Ly10
CHEMBL4483285
IC50 7.5 7.5 31.9 1
Neutrophil
CHEMBL5314326
IC50 7.16 6.84 70.0 2
Neutrophil
CHEMBL613710
IC50 7.16 6.84 70.0 2
NON-PROTEIN TARGET
CHEMBL3879801
IC50 7.0 5.6157 100.0 7
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3145
IC50 6.92 6.2996 120.1 25
JeKo-1
CHEMBL4296445
IC50 6.92 6.92 120.0 1
HeLa
CHEMBL399
IC50 6.82 6.82 150.0 1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform
CHEMBL4005
IC50 6.75 5.99 177.2 22
PI3K p110 beta/p85 alpha
CHEMBL3038510
IC50 6.53 5.9 293.0 4
A549
CHEMBL392
IC50 6.48 6.48 330.0 1
PI3-kinase p110-alpha/p85-alpha
CHEMBL2111367
IC50 6.39 5.7329 409.0 7
HL-60
CHEMBL383
IC50 6.32 6.32 480.0 1
T47D
CHEMBL614361
IC50 6.29 6.29 510.0 1
Phosphatidylinositol 3-kinase regulatory subunit beta/Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform
CHEMBL3885615
IC50 6.24 6.24 579.0 1
MCF7
CHEMBL387
IC50 6.11 6.11 780.0 1
DOHH-2
CHEMBL2366181
IC50 6.07 6.07 860.0 1
HepG2
CHEMBL395
IC50 6.04 5.045 920.0 2
KM12
CHEMBL614709
IC50 6.02 6.02 960.0 1
Phosphatidylinositol 3-kinase catalytic subunit type 3
CHEMBL1075165
IC50 6.01 5.685 980.0 2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform
CHEMBL2189158
IC50 5.88 5.88 1302.0 1
SUD4
CHEMBL613711
IC50 5.8 5.8 1600.0 1
HCT-116
CHEMBL394
IC50 5.53 5.53 2960.0 1
MOLM-13
CHEMBL3706572
IC50 5.44 5.44 3660.0 1
MV4-11
CHEMBL613835
IC50 5.37 5.105 4300.0 2
OCI-Ly3
CHEMBL4523565
IC50 5.28 5.28 5200.0 1
RPMI-8226
CHEMBL614882
IC50 5.26 5.26 5490.0 1
DNA-dependent protein kinase catalytic subunit
CHEMBL3142
IC50 5.17 5.17 6700.0 2
Pfeiffer
CHEMBL4296489
IC50 5.17 5.17 6800.0 1
KARPAS-422
CHEMBL2366368
IC50 5.09 5.09 8100.0 1
KG-1
CHEMBL612264
IC50 4.82 4.82 15200.0 1
HUVEC
CHEMBL613979
IC50 4.42 4.42 38220.0 1
Bel-7402
CHEMBL614279
IC50 4.18 4.18 66230.0 1
Hep 3B2
CHEMBL4296437
IC50 4.11 4.11 77550.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 512.0 ng.hr.mL-1 Rattus norvegicus
AUC 924.0 ng.hr.mL-1 Canis lupus familiaris
AUC 422.0 ng.hr.mL-1 Rattus norvegicus
AUC 1396.0 ng.hr.mL-1 Rattus norvegicus
AUC 3191.0 ng.hr.mL-1 Rattus norvegicus
AUC 3086.64 ng.hr.mL-1 Mus musculus
AUC 3842.73 ng.hr.mL-1 Mus musculus
AUC 201.88 ng.hr.mL-1 Rattus norvegicus
CL 5.25 uL.min-1.(10^6cells)-1 Homo sapiens
CL 19.5 uL.min-1.(10^6cells)-1 Rattus norvegicus
CL 21.88 mL.min-1.g-1 Homo sapiens
CL 32.8 mL.min-1.kg-1 Rattus norvegicus
CL 21.5 mL.min-1.kg-1 Canis lupus familiaris
CL 24.5 mL.min-1.kg-1 Rattus norvegicus
CL 54.0 mL.min-1.kg-1 Mus musculus
CL 0.76 mL.min-1.kg-1 Canis lupus familiaris
CL 47.8 mL.min-1.kg-1 Rattus norvegicus
CL 3.8 mL.min-1.g-1 Homo sapiens
CL 9.0 mL.min-1.g-1 Rattus norvegicus
CL 7.0 mL.min-1.g-1 Homo sapiens
Cmax 310.52 nM Rattus norvegicus
Cmax 5577.35 nM Rattus norvegicus
Cmax 6980.0 nM Mus musculus
Cmax 3460.0 nM Rattus norvegicus
Cmax 310.0 nM Rattus norvegicus
Cmax 500.0 nM Canis lupus familiaris
Cmax 127.63 nM Rattus norvegicus
F 68.0 % Rattus norvegicus
F 39.0 % Rattus norvegicus
F 45.8 % Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 1.0 nM 9.0 Inhibition of PI3Kdelta (unknown origin) by ADP Glo luminescent assay 36706844
PI3-kinase p110-delta/p85-alpha IC50 = 1.08 nM 8.97 Inhibition of recombinant human full length His-tagged p110delta/p85alpha expres... 34332211
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 1.2 nM 8.92 Inhibition of PI3K delta (unknown origin) using phosphatidyl inositol as substra... 31434616
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 1.6 nM 8.8 Inhibition of PI3Kdelta (unknown origin) using Biotin-S11S12 as substrate after ... 29601991
PI3-kinase p110-delta/p85-alpha IC50 = 1.8 nM 8.74 Inhibition of His-tagged recombinant human PI3K p110delta/p85alpha using lipid s... 30878826
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2.0 nM 8.7 Inhibition of human PI3Kdelta (R108 to Q1044 residues) expressed in mammalian ex... 27774127
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2.0 nM 8.7 Inhibition of PI3Kdelta (unknown origin) 28541707
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2.0 nM 8.7 Inhibition of PI3Kdelta (unknown origin) after 60 mins using fluorescein-labeled... 28209465
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2.0 nM 8.7 Inhibition of PI3Kdelta (unknown origin) 30530193
PI3-kinase p110-delta/p85-alpha IC50 = 2.0 nM 8.7 Inhibition of N-terminal His6-tagged recombinant full length human p110delta/unt... 31033293
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2.0 nM 8.7 Inhibition of PI3Kdelta (unknown origin) using PIP2 as substrate in presence of ... 34237636
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2.1 nM 8.68 Inhibition of human PI3Kdelta using PIP2 as substrate after 1 hr 30975623
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2.5 nM 8.6 Inhibition of recombinant human PI3Kdelta using PIP2 as substrate preincubated f... 38183777
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2.5 nM 8.6 Inhibition of p110delta (unknown origin) 33540357
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2.5 nM 8.6 Inhibition of PI3Kdelta (unknown origin) by Selectscreen kinase assay 34384024
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2.5 nM 8.6 Inhibition of PI3Kdelta (unknown origin) -
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2.5 nM 8.6 Inhibition of recombinant human His-tagged PI3Kdelta expressed in baculovirus ex... 32784091
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2.5 nM 8.6 Inhibition of PI3Kdelta in basophil derived from B-cell malignant patient 30582813
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2.5 nM 8.6 Inhibition of human recombinant PI3K-delta 29486969
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform IC50 = 2.5 nM 8.6 Inhibition of PI3K p110delta (unknown origin) 23410005

Literature References

Data from ChEMBL 36 via Core Engine