Compound Information

General Information of the Compound

Compound ID

CP0007430

Compound Name

IBRUTINIB

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Synonyms

1X70OSD4VX

CRA-032765

IMBRUVICA

Ibrutinib

Ibrutinib (BTK inhibitor)

Ibrutinib (PCI-32765)

PCI 32765

PCI-32765

PCI-32765 (Ibrutinib)

Pc-32765

UNII-1X70OSD4VX

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Structure

Formula

C25H24N6O2

Molecular Weight

440.507

Canonical SMILES

Nc1ncnc2n(nc(-c3ccc(Oc4ccccc4)cc3)c12)[C@@H]1CCCN(C1)C(=O)C=C

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InChI

InChI=1S/C25H24N6O2/c1-2-21(32)30-14-6-7-18(15-30)31-25-22(24(26)27-16-28-25)23(29-31)17-10-12-20(13-11-17)33-19-8-4-3-5-9-19/h2-5,8-13,16,18H,1,6-7,14-15H2,(H2,26,27,28)/t18-/m1/s1

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InChIKey

XYFPWWZEPKGCCK-GOSISDBHSA-N

CAS

936563-96-1

Physicochemical Property

logP	4.2173
Rotatable Bonds	5
Heavy Atom Count	33
Polar Areas	99.16
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Complexity	33

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID

CID: 24821094

SID: 49837088

ChEMBL ID

CHEMBL1873475

DrugBank ID

DB09053

Map of Molecular Bioactivity Related to the Compound

Map of Molecular Bioactivity Related to the Compound Compound Cell Line Protein Bioactivity Value: <= 0.1 μM > 0.1 μM and <= 10 μM > 10 μM Imprecise Activity

Table of Molecular Bioactivities Related to the Compound

Protein ID: PT01669, Cytoplasmic tyrosine-protein kinase BMX

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000012	Sf21 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 0.4 nM Bioactivity Info	TI LI LO TS
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 8 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.5 nM
2	IC50 = 0.8 nM
3	IC50 = 1 nM
4	IC50 = 5.8 nM
5	Kd = 1.4 nM
6	Kd = 1.6 nM

Protein ID: PT00922, Epidermal growth factor receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000052	A-431 Cell Line Info	Homo sapiens (Human)	2
1	EC50 = 49 nM Bioactivity Info	TI LI LO TS
2	IC50 = 101 nM Bioactivity Info	TI LI LO TS
CL000379	PC-9 Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 50 nM Bioactivity Info	TI LI LO TS
CL000324	NCI-H3255 Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 110 nM Bioactivity Info	TI LI LO TS
CL000077	Ba/F3 Cell Line Info	Mus musculus (Mouse)	1
1	GI50 = 160 nM Bioactivity Info	TI LI LO TS
CL000157	NCI-H1975 Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 1200 nM Bioactivity Info	TI LI LO TS
CL000012	Sf21 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 1.7 nM Bioactivity Info	TI LI LO TS
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 123 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.75 nM
2	IC50 < 1 nM
3	IC50 = 1.2 nM
4	IC50 = 2.5 nM
5	IC50 = 5.3 nM
6	IC50 = 5.6 nM
7	IC50 = 11.2 nM
8	IC50 = 12 nM
9	IC50 = 16 nM
10	IC50 = 30 nM
11	IC50 = 40 nM
12	IC50 = 51 nM
13	IC50 = 96 nM
14	Kd = 3.9 nM
15	Kd = 6.9 nM

Protein ID: PT01204, Receptor-type tyrosine-protein kinase FLT3

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000077	Ba/F3 Cell Line Info	Mus musculus (Mouse)	1
1	GI50 = 120 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 73 nM
2	IC50 > 1000 nM

Protein ID: PT01308, Tyrosine-protein kinase BTK

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	11
1	IC50 = 0.3 nM Bioactivity Info	TI LI LO TS
2	IC50 = 0.34 nM Bioactivity Info	TI LI LO TS
3	IC50 = 0.4 nM Bioactivity Info	TI LI LO TS
4	IC50 = 0.5 nM Bioactivity Info	TI LI LO TS
5	IC50 = 1 nM Bioactivity Info	TI LI LO TS
6	IC50 = 1.8 nM Bioactivity Info	TI LI LO TS
7	IC50 = 3.4 nM Bioactivity Info	TI LI LO TS
8	IC50 = 3.89 nM Bioactivity Info	TI LI LO TS
9	IC50 = 12 nM Bioactivity Info	TI LI LO TS
10	IC50 = 17 nM Bioactivity Info	TI LI LO TS
11	Ki = 4.8 nM Bioactivity Info	TI LI LO TS
CL000012	Sf21 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	2
1	IC50 = 0.6 nM Bioactivity Info	TI LI LO TS
2	IC50 = 0.9 nM Bioactivity Info	TI LI LO TS
CL000003	Ramos Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 3.5 nM Bioactivity Info	TI LI LO TS
2	IC50 = 14 nM Bioactivity Info	TI LI LO TS
CL000752	PBMC iPSC #1 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 4.6 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.08 nM
2	IC50 = 0.11 nM
3	IC50 = 0.2 nM
4	IC50 = 0.21 nM
5	IC50 = 0.33 nM
6	IC50 = 0.4 nM
7	IC50 = 0.42 nM
8	IC50 = 0.46 nM
9	IC50 <= 0.5 nM
10	IC50 = 0.5 nM
11	IC50 < 0.5 nM
12	IC50 = 0.54 nM
13	IC50 = 0.6 nM
14	IC50 = 0.64 nM
15	IC50 = 0.7 nM
16	IC50 = 0.72 nM
17	IC50 = 0.8 nM
18	IC50 = 0.89 nM
19	IC50 = 1 nM
20	IC50 = 1.2 nM
21	IC50 = 1.5 nM
22	IC50 = 2.2 nM
23	IC50 = 2.3 nM
24	IC50 = 4 nM
25	IC50 = 5 nM
26	IC50 = 12.9 nM
27	IC50 = 14 nM
28	IC50 = 810 nM
29	IC50 = 1002 nM
30	Kd = 0.64 nM
31	Kd = 1.9 nM
32	Ki = 425 nM

Protein ID: PT01314, Tyrosine-protein kinase ITK/TSK

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000012	Sf21 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 5 nM Bioactivity Info	TI LI LO TS
CL000001	Jurkat Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 76.9 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 2.7 nM
2	IC50 = 3 nM
3	IC50 = 4.9 nM
4	IC50 = 10.7 nM
5	IC50 = 13.9 nM
6	IC50 = 33.7 nM
7	IC50 = 99 nM
8	Kd = 57 nM
9	Kd = 63 nM

Protein ID: PT00892, Tyrosine-protein kinase JAK3

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	3
1	IC50 = 16.1 nM Bioactivity Info	TI LI LO TS
2	IC50 < 100 nM Bioactivity Info	TI LI LO TS
3	IC50 = 146 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 10 nM
2	IC50 = 16.1 nM
3	IC50 = 22 nM
4	IC50 = 32 nM
5	Kd = 21 nM
6	Kd = 37 nM

Protein ID: PT00875, Tyrosine-protein kinase Lyn

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 200 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 16.2 nM
2	IC50 = 200 nM
3	Ki = 14 nM

Protein ID: PT01660, Tyrosine-protein kinase Tec

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 46.7 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.5 nM
2	IC50 = 0.57 nM
3	IC50 = 1.86 nM
4	IC50 = 4.34 nM
5	IC50 = 7 nM
6	IC50 = 10 nM
7	IC50 = 77.8 nM
8	Kd = 1 nM
9	Kd = 1.7 nM

Cell Viability or Cytotoxicity Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000002	K-562 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 7500 nM	TI LI LO TS
CL000003	Ramos Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 1350 nM	TI LI LO TS
2	IC50 = 6620 nM	TI LI LO TS
CL000018	HL-60 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 8000 nM	TI LI LO TS
CL000067	HCT 116 Cell Line Info	Homo sapiens (Human)	1
1	GI50 > 10000 nM	TI LI LO TS
CL000071	MOLM-13 Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 1300 nM	TI LI LO TS
CL000077	Ba/F3 Cell Line Info	Mus musculus (Mouse)	1
1	GI50 > 10000 nM	TI LI LO TS
CL000082	HEL Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 4000 nM	TI LI LO TS
CL000091	MV4-11 Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 250 nM	TI LI LO TS
CL000100	U-937 Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 8500 nM	TI LI LO TS
CL000145	NCI-H460 Cell Line Info	Homo sapiens (Human)	1
1	GI50 > 10000 nM	TI LI LO TS
CL000174	Raji Cell Line Info	Homo sapiens (Human)	3
1	IC50 = 14200 nM	TI LI LO TS
2	IC50 = 19300 nM	TI LI LO TS
3	IC50 = 19500 nM	TI LI LO TS
CL000177	U-2932 Cell Line Info	Homo sapiens (Human)	2
1	GI50 = 4000 nM	TI LI LO TS
2	GI50 = 4400 nM	TI LI LO TS
CL000248	OCI-AML-2 Cell Line Info	Homo sapiens (Human)	1
1	GI50 > 10000 nM	TI LI LO TS
CL000519	NB4 Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 3000 nM	TI LI LO TS
CL000549	Namalwa Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 6000 nM	TI LI LO TS

Clinical Information about the Compound

Drug 1 ( Ibrutinib )

Drug Name	Ibrutinib
Company	Janssen Biotech; Pharmacyclics
Indication	Mantle cell lymphoma Approved B-cell non-hodgkin lymphoma Phase 3 Diffuse large B-cell lymphoma Phase 3 Follicular lymphoma Phase 3 Mantle cell lymphoma Phase 3 Non-hodgkin lymphoma Phase 3 Pancreatic cancer Phase 3 Solid tumour/cancer Phase 2
Target(s)	Tyrosine-protein kinase BTK (ATK) Target Info Inhibitor

Drug 2 ( Ibrutinib )

Drug Name	Ibrutinib
Indication	Coronavirus Disease 2019 (COVID-19) Phase 2

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About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han