Compound Information

General Information of the Compound

Compound ID

CP0002211

Compound Name

N-[2-(diethylamino)ethyl]-5-[(Z)-(5-fluoro-2-oxo-1H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide

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Synonyms

5-(5-FLUORO-2-OXO-1,2-DIHYDRO-INDOL-3-YLIDENEMETHYL)-2,4-DIMETHYL-1H-PYRROLE-3-CARBOXYLIC ACID (2-DIETHYLAMINO-ETHYL)-AMIDE

KS-5022

N-(2-diethylaminoethyl)-5-[(Z)-(5-fluoro-2-oxo-1H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide

N-[2-(diethylamino)ethyl]-5-[(Z)-(5-fluoro-2-oxo-1,2-dihydro-3H-indol-3-ylidene)methyl]-2,4-dimethyl-1H-pyrrole-3-carboxamide

PDGF TK antagonist

PMID28460551-Compound-2

SU 11248

SU-11248

SU-11248J

SU-12662

SU11248

Su-011248

Sunitanib

Sunitinib

Sunitinib (INN)

Sunitinib (Pan-TK inhibitor)

Sunitinib (free base)

Sunitinibum

Sutent

Sutent (TN)

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Structure

Formula

C22H27FN4O2

Molecular Weight

398.482

Canonical SMILES

CCN(CC)CCNC(=O)c1c(C)[nH]c(\C=C2/C(=O)Nc3ccc(F)cc23)c1C

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InChI

InChI=1S/C22H27FN4O2/c1-5-27(6-2)10-9-24-22(29)20-13(3)19(25-14(20)4)12-17-16-11-15(23)7-8-18(16)26-21(17)28/h7-8,11-12,25H,5-6,9-10H2,1-4H3,(H,24,29)(H,26,28)/b17-12-

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InChIKey

WINHZLLDWRZWRT-ATVHPVEESA-N

CAS

326914-13-0

557795-19-4

Physicochemical Property

logP	3.33494
Rotatable Bonds	7
Heavy Atom Count	29
Polar Areas	77.23
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	3
Complexity	29

"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: 5329102

SID: 14830382

ChEMBL ID

CHEMBL535

DrugBank ID

DB01268

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: 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)	1
1	IC50 = 172.1 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 31.8 nM
2	IC50 = 140 nM
3	IC50 = 18000 nM
4	IC50 > 20000 nM
5	Kd = 860 nM
6	Kd = 2400 nM
7	Kd = 6800 nM
8	Kd > 10000 nM

Protein ID: PT01201, Hepatocyte growth factor receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000068	A-549 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 2000 nM Bioactivity Info	TI LI LO TS
CL000119	DU145 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 10000 nM Bioactivity Info	TI LI LO TS
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 > 5000 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 > 5000 nM
2	IC50 > 20000 nM
3	Kd = 1200 nM
4	Kd = 4700 nM
5	Kd = 7200 nM
6	Kd > 10000 nM

Protein ID: PT01008, Macrophage colony-stimulating factor 1 receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000121	FDC-P1 Cell Line Info	Mus musculus (Mouse)	1
1	IC50 = 155 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 35 nM
2	IC50 = 82.5 nM
3	Kd = 2 nM
4	Kd = 2.5 nM

Protein ID: PT00888, Mast/stem cell growth factor receptor Kit

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000077	Ba/F3 Cell Line Info	Mus musculus (Mouse)	25
1	GI50 = 2 nM Bioactivity Info	TI LI LO TS
2	GI50 = 4 nM Bioactivity Info	TI LI LO TS
3	GI50 = 5 nM Bioactivity Info	TI LI LO TS
4	GI50 = 6 nM Bioactivity Info	TI LI LO TS
5	GI50 = 7 nM Bioactivity Info	TI LI LO TS
6	GI50 = 9 nM Bioactivity Info	TI LI LO TS
7	GI50 = 12 nM Bioactivity Info	TI LI LO TS
8	GI50 = 20 nM Bioactivity Info	TI LI LO TS
9	GI50 = 23 nM Bioactivity Info	TI LI LO TS
10	GI50 = 24 nM Bioactivity Info	TI LI LO TS
11	GI50 = 27 nM Bioactivity Info	TI LI LO TS
12	GI50 = 53 nM Bioactivity Info	TI LI LO TS
13	GI50 = 78 nM Bioactivity Info	TI LI LO TS
14	GI50 = 110 nM Bioactivity Info	TI LI LO TS
15	GI50 = 214 nM Bioactivity Info	TI LI LO TS
16	GI50 = 271 nM Bioactivity Info	TI LI LO TS
17	GI50 = 398 nM Bioactivity Info	TI LI LO TS
18	GI50 = 420 nM Bioactivity Info	TI LI LO TS
19	GI50 = 430 nM Bioactivity Info	TI LI LO TS
20	GI50 = 510 nM Bioactivity Info	TI LI LO TS
21	GI50 = 584 nM Bioactivity Info	TI LI LO TS
22	GI50 = 638 nM Bioactivity Info	TI LI LO TS
23	GI50 = 696 nM Bioactivity Info	TI LI LO TS
24	GI50 = 782 nM Bioactivity Info	TI LI LO TS
25	GI50 = 1380 nM Bioactivity Info	TI LI LO TS
CL000122	GIST-T1 Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 5 nM Bioactivity Info	TI LI LO TS
CL000854	GIST-5R Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 21 nM Bioactivity Info	TI LI LO TS
CL000123	GIST430 Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 98 nM Bioactivity Info	TI LI LO TS
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	3
1	IC50 = 48 nM Bioactivity Info	TI LI LO TS
2	IC50 = 80 nM Bioactivity Info	TI LI LO TS
3	IC50 = 3021 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.7 nM
2	IC50 = 1.1 nM
3	IC50 = 2.8 nM
4	IC50 = 8 nM
5	IC50 = 8.9 nM
6	IC50 = 10 nM
7	IC50 = 13.1 nM
8	IC50 = 35 nM
9	IC50 = 264 nM
10	IC50 = 350 nM
11	Kd = 0.21 nM
12	Kd = 0.28 nM
13	Kd = 0.37 nM
14	Kd = 0.41 nM
15	Kd = 0.7 nM
16	Kd = 0.71 nM
17	Kd = 1.3 nM
18	Kd = 43 nM
19	Kd = 110 nM
20	Kd = 380 nM
21	Ki = 4 nM

Protein ID: PT01092, Platelet-derived growth factor receptor alpha

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000077	Ba/F3 Cell Line Info	Mus musculus (Mouse)	2
1	GI50 = 30 nM Bioactivity Info	TI LI LO TS
2	GI50 = 631 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 6.9 nM
2	IC50 = 27.3 nM
3	IC50 = 130 nM
4	Kd = 0.79 nM

Protein ID: PT00844, Platelet-derived growth factor receptor beta

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 = 114 nM Bioactivity Info	TI LI LO TS
CL000004	SH-SY5Y Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 83.1 nM Bioactivity Info	TI LI LO TS
CL000118	U-251MG Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 83.1 nM Bioactivity Info	TI LI LO TS
CL000117	SF539 Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 83.1 nM Bioactivity Info	TI LI LO TS
2	IC50 = 12200 nM Bioactivity Info	TI LI LO TS
CL000052	A-431 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 12200 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 2 nM
2	IC50 = 3.9 nM
3	IC50 = 9 nM
4	IC50 = 10.5 nM
5	IC50 = 10.6 nM
6	IC50 = 55 nM
7	Kd = 0.075 nM
8	Kd = 0.2 nM
9	Kd = 0.21 nM
10	Ki = 8 nM

Protein ID: PT03002, Potassium voltage-gated channel subfamily D member 3

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	IC50 = 50118.72 nM Bioactivity Info	TI LI LO TS

Protein ID: PT00897, Potassium voltage-gated channel subfamily H member 2

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	IC50 = 7943.28 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	IC50 = 10000 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 500 nM

Protein ID: PT00951, Proto-oncogene tyrosine-protein kinase receptor Ret

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 = 1300 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 < 1 nM
2	IC50 = 5 nM
3	IC50 = 220 nM
4	IC50 = 224 nM
5	Kd = 5.8 nM
6	Kd = 8.7 nM
7	Kd = 12 nM
8	Kd = 13 nM
9	Kd = 19 nM

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

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000120	RS4;11 Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 9.9 nM Bioactivity Info	TI LI LO TS
2	IC50 = 34 nM Bioactivity Info	TI LI LO TS
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 31 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	Kd = 0.47 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.7 nM
2	IC50 = 0.8 nM
3	IC50 = 1.4 nM
4	IC50 = 2.5 nM
5	IC50 = 3 nM
6	IC50 = 4.7 nM
7	IC50 = 5 nM
8	IC50 = 6.5 nM
9	IC50 = 8 nM
10	IC50 = 12 nM
11	IC50 = 21 nM
12	IC50 = 25 nM
13	IC50 = 30 nM
14	IC50 = 50 nM
15	IC50 = 250 nM
16	IC50 = 550 nM
17	Kd = 0.22 nM
18	Kd = 0.41 nM
19	Kd = 0.47 nM
20	Kd = 0.8 nM
21	Kd = 0.99 nM
22	Kd = 2.3 nM
23	Kd = 2.4 nM
24	Kd = 4.3 nM
25	Kd = 11 nM

Protein ID: PT01105, Sodium channel protein type 5 subunit alpha

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	IC50 = 15848.93 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 39810.72 nM Bioactivity Info	TI LI LO TS

Protein ID: PT03795, Solute carrier family 22 member 1

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 = 6100 nM Bioactivity Info	TI LI LO TS

Protein ID: PT00864, Vascular endothelial growth factor receptor 2

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 = 33 nM Bioactivity Info	TI LI LO TS
CL000012	Sf21 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	IC50 = 4.7 nM Bioactivity Info	TI LI LO TS
CL000035	NIH 3T3 Cell Line Info	Mus musculus (Mouse)	1
1	IC50 = 18 nM Bioactivity Info	TI LI LO TS
CL000118	U-251MG Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 18.9 nM Bioactivity Info	TI LI LO TS
CL000749	HUVEC-C Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 30 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.4 nM
2	IC50 = 4 nM
3	IC50 = 5.5 nM
4	IC50 = 5.7 nM
5	IC50 = 8 nM
6	IC50 = 9 nM
7	IC50 = 10 nM
8	IC50 = 12 nM
9	IC50 = 15 nM
10	IC50 = 18 nM
11	IC50 = 22.6 nM
12	IC50 = 25 nM
13	IC50 = 27 nM
14	IC50 = 29.2 nM
15	IC50 = 37 nM
16	IC50 = 38 nM
17	IC50 = 39 nM
18	IC50 = 40 nM
19	IC50 = 54 nM
20	IC50 = 70 nM
21	IC50 = 75 nM
22	IC50 = 75.9 nM
23	IC50 = 80 nM
24	IC50 = 95 nM
25	IC50 = 98 nM
26	IC50 = 139 nM
27	IC50 = 147 nM
28	IC50 = 185 nM
29	Kd = 0.2 nM
30	Kd = 0.23 nM
31	Kd = 1.5 nM
32	Kd = 30 nM
33	Ki = 2.9 nM
34	Ki = 9 nM

Protein ID: PT01102, Voltage-dependent L-type calcium channel subunit alpha-1C

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	IC50 = 79432.82 nM Bioactivity Info	TI LI LO TS

Cell Viability or Cytotoxicity Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000045	A-375 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 5400 nM	TI LI LO TS
CL000077	Ba/F3 Cell Line Info	Mus musculus (Mouse)	1
1	GI50 = 4789 nM	TI LI LO TS
CL000083	MCF-7 Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 27.1 nM	TI LI LO TS
2	IC50 = 29.3 nM	TI LI LO TS
CL000091	MV4-11 Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 4.3 nM	TI LI LO TS
2	IC50 = 9 nM	TI LI LO TS
CL000111	MDA-MB-231 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 22.3 nM	TI LI LO TS
CL000122	GIST-T1 Cell Line Info	Homo sapiens (Human)	2
1	GI50 = 38 nM	TI LI LO TS
2	GI50 = 5880 nM	TI LI LO TS
CL000123	GIST430 Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 2000 nM	TI LI LO TS
CL000749	HUVEC-C Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 11.8 nM	TI LI LO TS

Clinical Information about the Compound

Drug 1 ( Sunitinib )

Drug Name	Sunitinib
Company	Pfizer
Indication	Gastrointestinal cancer Approved Gastrointestinal stromal tumour Approved Gastrointestinal stromal tumour Phase 2
Target(s)	Vascular endothelial growth factor receptor 2 (KDR) Target Info Modulator

Drug 2 ( PMID28460551-Compound-2 )

Drug Name	PMID28460551-Compound-2
Target(s)	Platelet-derived growth factor receptor beta (PDGFRB) Target Info Inhibitor

Cite

About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han