Compound Information

General Information of the Compound

Compound ID

CP0018477

Compound Name

4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-N-methylpyridine-2-carboxamide

Show/Hide

Synonyms

4(4-{3-[4-Chloro-3-(trifluoromethyl)phenyl]ureido}phenoxy)-N(sup 2)-methylpyridine-2-carboxamide

4-(4-((((4-Chloro-3-(trifluoromethyl)phenyl)amino)carbonyl)amino)phenoxy)-N-methyl-2-pyridinecarboxamide

4-(4-(3-(4-chloro-3-trifluoromethylphenyl)ureido)phenoxy)pyridine-2-carboxyllic acid methyamide-4-methylbenzenesulfonate

4-(4-{3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido}phenoxy)-N(sup 2)-methylpyridine-2-carboxamide

4-[4-({[4-chloro-3-(trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]-N-methylpyridine-2-carboxamide

4-[4-[[4-chloro-3-(trifluoromethyl)phenyl]carbamoylamino]phenoxy]-N-methyl-pyridine-2-carboxamide

4-[4-[[4-chloro-3-(trifluoromethyl)phenyl]carbamoylamino]phenoxy]-N-methylpyridine-2-carboxamide

4-[4-[[[[4-chloro-3-(trifluoromethyl)phenyl]amino]carbonyl]amino]phenoxy]-N-methyl-2-pyridinecarboxamide

4-{4-[({[4-CHLORO-3-(TRIFLUOROMETHYL)PHENYL]AMINO}CARBONYL)AMINO]PHENOXY}-N-METHYLPYRIDINE-2-CARBOXAMIDE

N-(4-Chloro-3-(trifluoromethyl)phenyl)-N'-(4-(2-(N-methylcarbamoyl)-4-pyridyloxy)phenyl)urea

N-(4-chloro-3-(trifluoromethyl)phenyl)-N'-(4-(2-(N-methylcar bamoyl)-4-pyridyloxy)phenyl)urea

N-[4-Chloro-3-(trifluoromethyl)phenyl]-N'-[4-[2-(N-methylcarbamoyl)-4-pyridyloxy]phenyl]urea

Nexavar

Nexavar (TN)

Sorafenib

Sorafenib (INN)

Sorafenib (Pan-TK inhibitor)

Sorafenib [INN]

Sorafenibum

Show/Hide

Structure

Formula

C21H16ClF3N4O3

Molecular Weight

464.831

Canonical SMILES

CNC(=O)c1cc(Oc2ccc(NC(=O)Nc3ccc(Cl)c(c3)C(F)(F)F)cc2)ccn1

Show/Hide

InChI

InChI=1S/C21H16ClF3N4O3/c1-26-19(30)18-11-15(8-9-27-18)32-14-5-2-12(3-6-14)28-20(31)29-13-4-7-17(22)16(10-13)21(23,24)25/h2-11H,1H3,(H,26,30)(H2,28,29,31)

Show/Hide

InChIKey

MLDQJTXFUGDVEO-UHFFFAOYSA-N

CAS

284461-73-0

Physicochemical Property

logP	5.5497
Rotatable Bonds	5
Heavy Atom Count	32
Polar Areas	92.35
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	4
Complexity	32

"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).

Show/Hide

Click to Show/Hide the External Link(s) of This Compound

PubChem ID

CID: 216239

SID: 14834034

ChEMBL ID

CHEMBL1336

DrugBank ID

DB00398

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: PT00980, Aurora kinase A

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 = 3800 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 3800 nM
2	Kd > 10000 nM

Protein ID: PT01975, Cyclin-dependent kinase 8

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000067	HCT 116 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 3400 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 36.6 nM
2	IC50 = 71.5 nM
3	IC50 = 185.4 nM
4	IC50 = 199 nM
5	Kd = 310 nM

Protein ID: PT00922, Epidermal growth factor receptor

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 = 57 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 2.96 nM
2	IC50 = 43.5 nM
3	IC50 = 57.8 nM
4	IC50 = 80 nM
5	IC50 = 110 nM
6	IC50 = 1150 nM
7	IC50 > 10000 nM
8	IC50 > 50000 nM
9	Kd > 10000 nM

Protein ID: PT06109, Geminin

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000015	SW480 Cell Line Info	Homo sapiens (Human)	1
1	Potency ~ 33498.3 nM Bioactivity Info	TI LI LO TS

Protein ID: PT01164, Mitogen-activated protein kinase kinase kinase 7

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	2
1	Kd = 600 nM Bioactivity Info	TI LI LO TS
2	Kd = 1300 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	Kd = 690 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 = 152.3 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 5.9 nM
2	IC50 = 6 nM
3	IC50 = 9 nM
4	IC50 = 11 nM
5	Kd = 7.4 nM
6	Kd = 13 nM
7	Kd = 22 nM
8	Kd = 39 nM
9	Kd = 62 nM

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

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000091	MV4-11 Cell Line Info	Homo sapiens (Human)	2
1	GI50 = 43 nM Bioactivity Info	TI LI LO TS
2	IC50 = 7 nM Bioactivity Info	TI LI LO TS
CL000071	MOLM-13 Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 56 nM Bioactivity Info	TI LI LO TS
CL000120	RS4;11 Cell Line Info	Homo sapiens (Human)	3
1	GI50 = 9300 nM Bioactivity Info	TI LI LO TS
2	IC50 = 2 nM Bioactivity Info	TI LI LO TS
3	IC50 = 3.2 nM Bioactivity Info	TI LI LO TS
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	2
1	IC50 = 44 nM Bioactivity Info	TI LI LO TS
2	IC50 = 54 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	Kd = 13 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 1.3 nM
2	IC50 = 2.8 nM
3	IC50 = 4 nM
4	IC50 = 15.48 nM
5	IC50 = 32.6 nM
6	IC50 = 33 nM
7	IC50 = 54 nM
8	IC50 = 58 nM
9	IC50 = 62 nM
10	IC50 = 103.5 nM
11	Kd = 4.5 nM
12	Kd = 11 nM
13	Kd = 13 nM
14	Kd = 17 nM
15	Kd = 20 nM
16	Kd = 30 nM
17	Kd = 79 nM
18	Kd = 82 nM

Protein ID: PT01381, Serine/threonine-protein kinase B-raf

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 = 43 nM Bioactivity Info	TI LI LO TS
CL000252	WM266-4 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 6100 nM Bioactivity Info	TI LI LO TS
CL000045	A-375 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 6599 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	EC50 = 3 nM
2	IC50 = 12 nM
3	IC50 = 12.7 nM
4	IC50 = 15 nM
5	IC50 = 22 nM
6	IC50 = 22.6 nM
7	IC50 = 24 nM
8	IC50 = 25 nM
9	IC50 = 26.4 nM
10	IC50 = 30 nM
11	IC50 = 38 nM
12	IC50 = 38.1 nM
13	IC50 = 43.04 nM
14	IC50 = 46 nM
15	IC50 = 52.3 nM
16	IC50 = 65 nM
17	IC50 = 76.2 nM
18	IC50 < 100 nM
19	IC50 = 114 nM
20	IC50 = 120 nM
21	IC50 = 136 nM
22	IC50 = 200 nM
23	IC50 = 310 nM
24	IC50 = 7300 nM
25	Kd = 260 nM
26	Kd = 540 nM
27	Ki = 22 nM
28	Ki = 38 nM

Protein ID: PT02362, Serine/threonine-protein kinase TNNI3K

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL001016	HEKMSR2 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 250 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 100 nM
2	Kd = 280 nM

Protein ID: PT01142, Vascular endothelial growth factor receptor 1

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 = 18 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 26 nM
2	IC50 = 31 nM
3	IC50 = 165 nM
4	Kd = 31 nM

Protein ID: PT00864, Vascular endothelial growth factor receptor 2

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	6
1	IC50 = 3 nM Bioactivity Info	TI LI LO TS
2	IC50 = 20 nM Bioactivity Info	TI LI LO TS
3	IC50 = 42 nM Bioactivity Info	TI LI LO TS
4	IC50 = 100 nM Bioactivity Info	TI LI LO TS
5	IC50 = 950 nM Bioactivity Info	TI LI LO TS
6	IC50 = 1210 nM Bioactivity Info	TI LI LO TS
CL000068	A-549 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 180 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	EC50 = 500 nM
2	IC50 = 0.06 nM
3	IC50 = 0.16 nM
4	IC50 = 0.17 nM
5	IC50 = 0.45 nM
6	IC50 = 0.48 nM
7	IC50 = 0.85 nM
8	IC50 = 1.06 nM
9	IC50 = 1.2 nM
10	IC50 = 1.27 nM
11	IC50 = 1.42 nM
12	IC50 = 3.12 nM
13	IC50 = 3.2 nM
14	IC50 = 6.2 nM
15	IC50 = 10 nM
16	IC50 = 15 nM
17	IC50 = 19 nM
18	IC50 = 20 nM
19	IC50 = 21 nM
20	IC50 = 23 nM
21	IC50 = 25.7 nM
22	IC50 = 27 nM
23	IC50 = 28 nM
24	IC50 = 30 nM
25	IC50 = 37.8 nM
26	IC50 = 46.41 nM
27	IC50 = 51.41 nM
28	IC50 = 52 nM
29	IC50 = 59 nM
30	IC50 = 68 nM
31	IC50 = 72 nM
32	IC50 = 80 nM
33	IC50 = 90 nM
34	IC50 = 92 nM
35	IC50 = 100 nM
36	IC50 = 104.01 nM
37	IC50 = 110 nM
38	IC50 = 113 nM
39	IC50 = 120 nM
40	IC50 = 140.6 nM
41	IC50 = 179.7 nM
42	IC50 = 320 nM
43	IC50 = 420 nM
44	IC50 = 1264.978594 nM
45	Kd = 33 nM
46	Kd = 59 nM
47	Kd = 93 nM
48	Ki = 0.021 nM
49	Ki = 0.12 nM
50	Ki = 22 nM

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 = 2200 nM	TI LI LO TS
CL000048	PC-3 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 9770 nM	TI LI LO TS
CL000068	A-549 Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 750 nM	TI LI LO TS
2	IC50 = 19300 nM	TI LI LO TS
CL000083	MCF-7 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 4330 nM	TI LI LO TS
CL000091	MV4-11 Cell Line Info	Homo sapiens (Human)	2
1	GI50 = 30 nM	TI LI LO TS
2	IC50 = 0.87 nM	TI LI LO TS
CL000100	U-937 Cell Line Info	Homo sapiens (Human)	2
1	GI50 = 3400 nM	TI LI LO TS
2	IC50 > 3000 nM	TI LI LO TS
CL000116	MOLT-4 Cell Line Info	Homo sapiens (Human)	1
1	GI50 = 9000 nM	TI LI LO TS
CL000821	SK-MEL-30 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 3900 nM	TI LI LO TS

Clinical Information about the Compound

Drug 1 ( Sorafenib )

Drug Name	Sorafenib
Company	Bayer AG; Onyx Pharmaceuticals
Indication	Renal cell carcinoma Approved Hepatocellular carcinoma Phase 3 Myelodysplastic syndrome Phase 2
Target(s)	Epidermal growth factor receptor (EGFR) Target Info Inhibitor Vascular endothelial growth factor receptor 2 (KDR) Target Info Modulator Tyrosine-protein kinase Kit (KIT) Target Info Modulator Platelet-derived growth factor receptor beta (PDGFRB) Target Info Modulator

Cite

About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han