Compound Information

General Information of the Compound

Compound ID

CP0004106

Compound Name

(2S,3R,4R,6R)-3-methoxy-2-methyl-4-(methylamino)-29-oxa-1,7,17-triazaoctacyclo[12.12.2.1^{2,6}.0^{7,28}.0^{8,13}.0^{15,19}.0^{20,27}.0^{21,26}]nonacosa-8(13),9,11,14(28),15(19),20(27),21(26),22,24-nonaen-16-one

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Synonyms

(+)-Staurosporine

62996-74-1

8,12-Epoxy-1H,8H-2,7b,12a-triazadibenzo(a,g)cyclonona(cde)trinden-1-one, 2,3,9,10,11,12-hexahydro-9-methoxy-8-methyl-10-(methylamino)-, (8alpha,9beta,10beta,12alpha)-(+)-

AM-2282

Alkaloid AM-2282 from Streptomyces

Antibiotic 230

Antibiotic AM 2282

CCRIS 3272

CGP 39360

CHEBI:15738

CHEMBL388978

H88EPA0A3N

Staurosporin

Staurosporine

UNII-H88EPA0A3N

staurosporine

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Structure

Formula

C28H26N4O3

Molecular Weight

466.541

Canonical SMILES

CN[C@@H]1C[C@H]2O[C@@](C)([C@@H]1OC)n1c3ccccc3c3c4CNC(=O)c4c4c5ccccc5n2c4c13

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InChI

InChI=1S/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/t17-,20-,26-,28+/m1/s1

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InChIKey

HKSZLNNOFSGOKW-FYTWVXJKSA-N

CAS

109189-95-9

62996-74-1

308079-78-9

Physicochemical Property

logP	4.354
Rotatable Bonds	2
Heavy Atom Count	35
Polar Areas	69.45
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Complexity	35

"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: 44259

SID: 22395183

ChEMBL ID

CHEMBL388978

DrugBank ID

DB02010

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: PT05334, ATP-binding cassette sub-family C member 4

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 = 37900 nM Bioactivity Info	TI LI LO TS

Protein ID: PT04542, Bile salt export pump

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 = 18700 nM Bioactivity Info	TI LI LO TS

Protein ID: PT06662, Cyclin-dependent kinase 1

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000169	P19 Cell Line Info	Mus musculus (Mouse)	1
1	IC50 = 8 nM Bioactivity Info	TI LI LO TS

Protein ID: PT03120, Cytochrome P450 11B2, mitochondrial

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000170	V79MZ Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	IC50 = 11 nM Bioactivity Info	TI LI LO TS

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)	2
1	IC50 = 0.29 nM Bioactivity Info	TI LI LO TS
2	IC50 = 47 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 1.2 nM
2	IC50 = 2.3 nM
3	IC50 = 16.5 nM
4	IC50 = 26.7 nM
5	IC50 = 39.8 nM
6	IC50 = 41 nM
7	IC50 = 44 nM
8	IC50 = 48 nM
9	IC50 = 49 nM
10	IC50 = 58.7 nM
11	IC50 = 74.2 nM
12	IC50 = 78 nM
13	IC50 = 100 nM
14	IC50 = 102.4 nM
15	IC50 = 125 nM
16	IC50 = 132 nM
17	IC50 = 155 nM
18	IC50 = 188.3 nM
19	IC50 = 238 nM
20	IC50 = 283 nM
21	IC50 = 430.57 nM
22	Kd = 0.35 nM
23	Kd = 0.77 nM
24	Kd = 70 nM
25	Kd = 96 nM
26	Kd = 120 nM
27	Kd = 210 nM
28	Kd = 270 nM
29	Kd = 290 nM
30	Kd = 300 nM
31	Kd = 370 nM
32	Kd = 600 nM
33	Kd = 1100 nM

Protein ID: PT01605, Epidermal growth factor receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000169	P19 Cell Line Info	Mus musculus (Mouse)	1
1	IC50 > 10000 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 750.203627 nM

Protein ID: PT00962, Glycogen synthase kinase-3 beta

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 = 30 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 2.62 nM
2	IC50 = 4 nM
3	IC50 = 4.21 nM
4	IC50 = 5 nM
5	IC50 = 5.1 nM
6	IC50 = 5.2 nM
7	IC50 = 5.28 nM
8	IC50 = 5.38 nM
9	IC50 = 5.53 nM
10	IC50 = 9.23 nM
11	IC50 = 11 nM
12	IC50 = 15 nM
13	IC50 = 18.6 nM
14	IC50 = 24 nM
15	IC50 = 30 nM
16	IC50 = 33 nM
17	IC50 = 40 nM
18	IC50 = 50 nM
19	IC50 = 51.6 nM
20	IC50 = 54 nM
21	IC50 = 56 nM
22	IC50 = 63.8 nM
23	IC50 = 72 nM
24	IC50 = 72.2 nM
25	IC50 = 89 nM
26	IC50 = 160 nM
27	Kd = 69 nM
28	Ki = 22 nM

Protein ID: PT05069, Insulin receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000169	P19 Cell Line Info	Mus musculus (Mouse)	1
1	IC50 = 200 nM Bioactivity Info	TI LI LO TS

Protein ID: PT01104, Insulin-like growth factor 1 receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000012	Sf21 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	4
1	IC50 = 1325 nM Bioactivity Info	TI LI LO TS
2	IC50 = 1533 nM Bioactivity Info	TI LI LO TS
3	IC50 = 1646 nM Bioactivity Info	TI LI LO TS
4	IC50 = 1701 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 27.5 nM
2	IC50 = 35.03 nM
3	IC50 = 43.3 nM
4	IC50 = 47.4 nM
5	IC50 = 85.33 nM
6	IC50 = 160 nM
7	IC50 = 190 nM
8	IC50 = 200 nM
9	IC50 = 200.7 nM
10	Kd = 210 nM

Protein ID: PT03500, Mitogen-activated protein kinase 1

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000169	P19 Cell Line Info	Mus musculus (Mouse)	1
1	IC50 > 10000 nM Bioactivity Info	TI LI LO TS

Protein ID: PT03652, Mitogen-activated protein kinase kinase kinase 14

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 = 2300 nM Bioactivity Info	TI LI LO TS

Protein ID: PT01495, Protein kinase C beta type

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 = 77 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 1.44 nM
2	IC50 = 2.5 nM
3	IC50 = 2.78 nM
4	IC50 = 4 nM
5	IC50 = 7.26 nM
6	IC50 = 10 nM
7	IC50 = 12 nM
8	IC50 = 19 nM
9	IC50 = 23 nM
10	IC50 = 63 nM

Protein ID: PT01233, Receptor tyrosine-protein kinase erbB-2

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 = 60.8 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 27.6 nM
2	IC50 = 51 nM
3	IC50 = 104 nM
4	IC50 = 108 nM
5	IC50 = 115 nM
6	Kd = 190 nM
7	Kd > 10000 nM

Protein ID: PT06122, Retinoblastoma-associated protein

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000111	MDA-MB-231 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 66 nM Bioactivity Info	TI LI LO TS

Protein ID: PT01212, Serine/threonine-protein kinase 17A

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000025	HEK-293T Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 54 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 30.4 nM
2	IC50 = 31.4 nM
3	Kd = 14 nM
4	Kd = 23 nM

Protein ID: PT01759, Serine/threonine-protein kinase SIK2

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 = 1100 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.345 nM
2	IC50 = 0.37 nM
3	Kd = 1.1 nM

Protein ID: PT01046, Serine/threonine-protein kinase SIK3

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 = 460 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.972 nM
2	IC50 = 1.24 nM
3	Kd = 0.46 nM

Protein ID: PT01466, Telomerase reverse transcriptase

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000063	Hep-G2 Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 4140 nM Bioactivity Info	TI LI LO TS
2	IC50 = 8300 nM Bioactivity Info	TI LI LO TS
CL000171	SW1116 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 8320 nM Bioactivity Info	TI LI LO TS
CL000172	MGC-803 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 8970 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 8670 nM

Protein ID: PT01221, TGF-beta receptor type-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 > 18500 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 6870 nM
2	Kd = 2000 nM

Protein ID: PT02000, TRAF2 and NCK-interacting protein kinase

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 = 39 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.314 nM
2	IC50 = 0.551 nM
3	IC50 = 1.4 nM
4	Kd = 4.7 nM
5	Kd = 6 nM

Protein ID: PT00892, Tyrosine-protein kinase JAK3

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 = 6 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.0913 nM
2	IC50 = 0.1 nM
3	IC50 = 0.12 nM
4	IC50 = 0.138 nM
5	IC50 = 0.15 nM
6	IC50 = 0.184 nM
7	IC50 = 0.5 nM
8	IC50 < 1 nM
9	IC50 = 1 nM
10	IC50 = 8 nM
11	IC50 < 100 nM
12	Kd = 10 nM
13	Kd = 12 nM

Protein ID: PT01128, Tyrosine-protein kinase receptor UFO

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 = 3.9 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 3 nM
2	IC50 = 7.65 nM
3	IC50 = 11 nM
4	IC50 = 40 nM
5	Kd = 6.8 nM

Protein ID: PT01441, Tyrosine-protein kinase SYK

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 = 3 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 < 0.1 nM
2	IC50 = 0.133 nM
3	IC50 = 0.217 nM
4	IC50 = 0.45 nM
5	IC50 < 1 nM
6	IC50 = 1.08 nM
7	IC50 = 1.3 nM
8	IC50 = 3 nM
9	IC50 = 60 nM
10	Kd = 7 nM
11	Kd = 14 nM

Protein ID: PT00846, Tyrosine-protein kinase ZAP-70

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 = 53 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 1.3 nM
2	IC50 = 3.29 nM
3	IC50 = 7.35 nM
4	IC50 = 8.63 nM
5	IC50 = 12.4 nM
6	IC50 = 53 nM
7	Kd = 44 nM

Cell Viability or Cytotoxicity Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000001	Jurkat Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 71 nM	TI LI LO TS
CL000063	Hep-G2 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 6730 nM	TI LI LO TS
CL000207	MIA PaCa-2 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 370 nM	TI LI LO TS

Clinical Information about the Compound

Drug 1 ( Staurosporine )

Drug Name	Staurosporine
Target(s)	Inhibitor of nuclear factor kappa-B kinase beta (IKKB) Target Info Inhibitor

Cite

About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han