Compound Information

General Information of the Compound

Compound ID

CP0050487

Compound Name

(11R)-2-methyl-11-(morpholin-4-ylmethyl)-3-(naphthalen-1-ylcarbonyl)-9-oxa-1-azatricyclo[6.3.1.0^{4,12}]dodeca-2,4(12),5,7-tetraene

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Synonyms

(2,3-Dihydro-5-methyl-3-((4-morpholinyl)methyl)pyrrolo-(1,2,3-de)-1,4-benzoxazin-6-yl)(1-naphthalenyl)methanone monomethanesulfonate

(r)-(+)-[2,3-dihydro-5-methyl-3-(4-morpholinylmethyl)pyrrolo[1,2,3-de]-1,4-benzoxazin-6-yl]-1-naphthalenylmethanone

131543-22-1

5H31GI9502

CHEBI:73295

CHEMBL188

UNII-5H31GI9502

WIN 55,212-2

WIN 55212-2

WIN-55212-2

WIN55212-2

Win-55212-2

[(3R)-5-methyl-3-(morpholin-4-ylmethyl)-2,3-dihydro[1,4]oxazino[2,3,4-hi]indol-6-yl](1-naphthyl)methanone

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Structure

Formula

C27H26N2O3

Molecular Weight

426.516

Canonical SMILES

Cc1c(C(=O)c2cccc3ccccc23)c2cccc3OC[C@@H](CN4CCOCC4)n1c23

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InChI

InChI=1S/C27H26N2O3/c1-18-25(27(30)22-9-4-7-19-6-2-3-8-21(19)22)23-10-5-11-24-26(23)29(18)20(17-32-24)16-28-12-14-31-15-13-28/h2-11,20H,12-17H2,1H3/t20-/m1/s1

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InChIKey

HQVHOQAKMCMIIM-HXUWFJFHSA-N

Physicochemical Property

logP	4.59962
Rotatable Bonds	4
Heavy Atom Count	32
Polar Areas	43.7
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	5
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).

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PubChem ID

CID: 5311501

SID: 14782868

ChEMBL ID

CHEMBL188

DrugBank ID

DB13950

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: PT01298, Cannabinoid receptor 1

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	8
1	EC50 = 12.3 nM Bioactivity Info	TI LI LO TS
2	EC50 = 44 nM Bioactivity Info	TI LI LO TS
3	EC50 = 112 nM Bioactivity Info	TI LI LO TS
4	IC50 = 140 nM Bioactivity Info	TI LI LO TS
5	Ki = 9.2 nM Bioactivity Info	TI LI LO TS
6	Ki = 20 nM Bioactivity Info	TI LI LO TS
7	Ki = 21 nM Bioactivity Info	TI LI LO TS
8	Ki = 46 nM Bioactivity Info	TI LI LO TS
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	17
1	EC50 = 31.62 nM Bioactivity Info	TI LI LO TS
2	EC50 = 37 nM Bioactivity Info	TI LI LO TS
3	EC50 = 50.12 nM Bioactivity Info	TI LI LO TS
4	EC50 = 316.23 nM Bioactivity Info	TI LI LO TS
5	Ki = 1.9 nM Bioactivity Info	TI LI LO TS
6	Ki = 2.5 nM Bioactivity Info	TI LI LO TS
7	Ki = 11.3 nM Bioactivity Info	TI LI LO TS
8	Ki = 12.4 nM Bioactivity Info	TI LI LO TS
9	Ki = 12.5 nM Bioactivity Info	TI LI LO TS
10	Ki = 19 nM Bioactivity Info	TI LI LO TS
11	Ki = 40 nM Bioactivity Info	TI LI LO TS
12	Ki = 52.4 nM Bioactivity Info	TI LI LO TS
13	Ki = 79.43 nM Bioactivity Info	TI LI LO TS
14	Ki = 94.5 nM Bioactivity Info	TI LI LO TS
15	Ki = 152.2 nM Bioactivity Info	TI LI LO TS
16	Ki = 3800 nM Bioactivity Info	TI LI LO TS
17	Ki = 3802 nM Bioactivity Info	TI LI LO TS
CL000107	HEK293S Cell Line Info	Homo sapiens (Human)	2
1	EC50 = 110 nM Bioactivity Info	TI LI LO TS
2	IC50 = 59 nM Bioactivity Info	TI LI LO TS
CL000043	U2OS Cell Line Info	Homo sapiens (Human)	1
1	EC50 = 1760 nM Bioactivity Info	TI LI LO TS
CL000064	Chem-1 Cell Line Info	Rattus norvegicus (Rat)	2
1	IC50 = 200 nM Bioactivity Info	TI LI LO TS
2	Ki = 150 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	2
1	Ki = 2.5 nM Bioactivity Info	TI LI LO TS
2	Ki = 8.72 nM Bioactivity Info	TI LI LO TS
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	1
1	Ki = 12.59 nM Bioactivity Info	TI LI LO TS
CL000880	COS Cell Line Info	Chlorocebus aethiops (Green monkey)	1
1	Ki = 21 nM Bioactivity Info	TI LI LO TS
CL000065	HEK293-EBNA Cell Line Info	Homo sapiens (Human)	3
1	Ki = 28.8 nM Bioactivity Info	TI LI LO TS
2	Ki = 36.2 nM Bioactivity Info	TI LI LO TS
3	Ki = 45.6 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	EC50 = 7.2 nM
2	EC50 = 16 nM
3	IC50 = 16 nM
4	IC50 = 63.1 nM
5	Ki = 1.89 nM
6	Ki = 1.9 nM
7	Ki = 6.06 nM
8	Ki = 13.3 nM
9	Ki = 14 nM
10	Ki = 16.1 nM
11	Ki = 21 nM
12	Ki = 40.9 nM
13	Ki = 45.59 nM
14	Ki = 45.6 nM
15	Ki = 52.4 nM
16	Ki = 140 nM
17	Ki = 3802 nM

Protein ID: PT00834, Cannabinoid receptor 2

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	7
1	EC50 = 0.39 nM Bioactivity Info	TI LI LO TS
2	EC50 = 86 nM Bioactivity Info	TI LI LO TS
3	Ki = 1.2 nM Bioactivity Info	TI LI LO TS
4	Ki = 2 nM Bioactivity Info	TI LI LO TS
5	Ki = 2.1 nM Bioactivity Info	TI LI LO TS
6	Ki = 3.7 nM Bioactivity Info	TI LI LO TS
7	Ki = 13 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	4
1	EC50 = 0.47 nM Bioactivity Info	TI LI LO TS
2	IC50 = 8.9 nM Bioactivity Info	TI LI LO TS
3	Ki = 0.45 nM Bioactivity Info	TI LI LO TS
4	Ki = 8.57 nM Bioactivity Info	TI LI LO TS
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	20
1	EC50 = 1.585 nM Bioactivity Info	TI LI LO TS
2	EC50 = 11.5 nM Bioactivity Info	TI LI LO TS
3	EC50 = 14.8 nM Bioactivity Info	TI LI LO TS
4	EC50 = 15.6 nM Bioactivity Info	TI LI LO TS
5	EC50 = 24.6 nM Bioactivity Info	TI LI LO TS
6	EC50 = 89.6 nM Bioactivity Info	TI LI LO TS
7	IC50 = 15.7 nM Bioactivity Info	TI LI LO TS
8	Ki = 0.3 nM Bioactivity Info	TI LI LO TS
9	Ki = 1.57 nM Bioactivity Info	TI LI LO TS
10	Ki = 1.6 nM Bioactivity Info	TI LI LO TS
11	Ki = 3.01 nM Bioactivity Info	TI LI LO TS
12	Ki = 3.1 nM Bioactivity Info	TI LI LO TS
13	Ki = 3.55 nM Bioactivity Info	TI LI LO TS
14	Ki = 4 nM Bioactivity Info	TI LI LO TS
15	Ki = 4.53 nM Bioactivity Info	TI LI LO TS
16	Ki = 4.6 nM Bioactivity Info	TI LI LO TS
17	Ki = 4.95 nM Bioactivity Info	TI LI LO TS
18	Ki = 6.31 nM Bioactivity Info	TI LI LO TS
19	Ki = 9.1 nM Bioactivity Info	TI LI LO TS
20	Ki = 70 nM Bioactivity Info	TI LI LO TS
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	3
1	EC50 = 14 nM Bioactivity Info	TI LI LO TS
2	IC50 = 3.4 nM Bioactivity Info	TI LI LO TS
3	Ki = 2.512 nM Bioactivity Info	TI LI LO TS
CL000880	COS Cell Line Info	Chlorocebus aethiops (Green monkey)	1
1	Ki = 2.1 nM Bioactivity Info	TI LI LO TS
CL000065	HEK293-EBNA Cell Line Info	Homo sapiens (Human)	2
1	Ki = 3.7 nM Bioactivity Info	TI LI LO TS
2	Ki = 3.9 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 2.7 nM
2	Ki = 0.28 nM
3	Ki = 0.3 nM
4	Ki = 1.3 nM
5	Ki = 1.7 nM
6	Ki = 2 nM
7	Ki = 2.2 nM
8	Ki = 2.9 nM
9	Ki = 3.1 nM
10	Ki = 3.73 nM
11	Ki = 9.1 nM
12	Ki = 20 nM

Protein ID: PT01065, Serine/threonine-protein kinase mTOR

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL001056	MEF-1 [Mouse fibroblast] Cell Line Info	Mus musculus (Mouse)	1
1	Potency = 16481.6 nM Bioactivity Info	TI LI LO TS

Clinical Information about the Compound

Drug 1 ( WIN-55212-2 )

Drug Name	WIN-55212-2
Target(s)	Cannabinoid receptor 2 (CB2) Target Info Inhibitor Cannabinoid receptor 1 (CB1) Target Info Inhibitor

Cite

About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han