Compound Information

General Information of the Compound

Compound ID

CP0042751

Compound Name

(6aR)-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-10,11-diol;hydrate;hydrochloride

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Synonyms

Apomorphine

Apomorphine (intranasal, Parkinson's disease)

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Structure

Formula

C17H17NO2

Molecular Weight

267.328

Canonical SMILES

CN1CCc2cccc-3c2[C@H]1Cc1ccc(O)c(O)c-31

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InChI

InChI=1S/C17H17NO2/c1-18-8-7-10-3-2-4-12-15(10)13(18)9-11-5-6-14(19)17(20)16(11)12/h2-6,13,19-20H,7-9H2,1H3/t13-/m1/s1

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InChIKey

VMWNQDUVQKEIOC-CYBMUJFWSA-N

CAS

58-00-4

Physicochemical Property

logP	2.8499
Rotatable Bonds	0
Heavy Atom Count	20
Polar Areas	43.7
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Complexity	20

"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: 6005

SID: 14823961

ChEMBL ID

CHEMBL53

DrugBank ID

DB00714

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: PT00819, 5-hydroxytryptamine receptor 1A

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	Ki = 296 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	Ki = 296 nM

Protein ID: PT01746, 5-hydroxytryptamine receptor 7

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	Ki = 188 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	Ki = 188 nM

Protein ID: PT01195, D(1A) dopamine receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	4
1	EC50 = 25.7 nM Bioactivity Info	TI LI LO TS
2	Ki = 290 nM Bioactivity Info	TI LI LO TS
3	Ki = 492 nM Bioactivity Info	TI LI LO TS
4	Ki = 660 nM Bioactivity Info	TI LI LO TS
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	EC50 = 52 nM Bioactivity Info	TI LI LO TS
CL000053	COS-7 Cell Line Info	Chlorocebus aethiops (Green monkey)	1
1	Kd = 680 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	Ki = 4.6 nM
2	Ki = 650 nM

Protein ID: PT00957, D(2) dopamine receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	EC50 = 0.4 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	4
1	EC50 = 30 nM Bioactivity Info	TI LI LO TS
2	EC50 = 53 nM Bioactivity Info	TI LI LO TS
3	Ki = 11.5 nM Bioactivity Info	TI LI LO TS
4	Ki = 32 nM Bioactivity Info	TI LI LO TS
CL000053	COS-7 Cell Line Info	Chlorocebus aethiops (Green monkey)	2
1	IC50 = 118 nM Bioactivity Info	TI LI LO TS
2	IC50 = 135 nM Bioactivity Info	TI LI LO TS
CL000049	C6 Cell Line Info	Rattus norvegicus (Rat)	2
1	Kd = 200 nM Bioactivity Info	TI LI LO TS
2	Kd = 600 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 2.6 nM
2	IC50 = 21 nM
3	IC50 = 24 nM
4	Ki = 1.8 nM
5	Ki = 2.2 nM
6	Ki = 11.1 nM
7	Ki = 13 nM
8	Ki = 17.3 nM
9	Ki = 98 nM

Protein ID: PT01005, D(2) dopamine receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000386	Flp-In-CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	2
1	EC50 = 1.7 nM Bioactivity Info	TI LI LO TS
2	IC50 = 117 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	10
1	EC50 = 1.8 nM Bioactivity Info	TI LI LO TS
2	EC50 = 4 nM Bioactivity Info	TI LI LO TS
3	EC50 = 5.8 nM Bioactivity Info	TI LI LO TS
4	Ki = 0.62 nM Bioactivity Info	TI LI LO TS
5	Ki = 3.6 nM Bioactivity Info	TI LI LO TS
6	Ki = 42 nM Bioactivity Info	TI LI LO TS
7	Ki = 50 nM Bioactivity Info	TI LI LO TS
8	Ki = 53 nM Bioactivity Info	TI LI LO TS
9	Ki = 98 nM Bioactivity Info	TI LI LO TS
10	Ki = 244 nM Bioactivity Info	TI LI LO TS
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	3
1	EC50 = 4 nM Bioactivity Info	TI LI LO TS
2	Ki = 26 nM Bioactivity Info	TI LI LO TS
3	Ki = 32 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	3
1	EC50 = 12.7 nM Bioactivity Info	TI LI LO TS
2	IC50 = 4.2 nM Bioactivity Info	TI LI LO TS
3	Ki > 217 nM Bioactivity Info	TI LI LO TS
CL000035	NIH 3T3 Cell Line Info	Mus musculus (Mouse)	1
1	EC50 = 575.44 nM Bioactivity Info	TI LI LO TS
CL000053	COS-7 Cell Line Info	Chlorocebus aethiops (Green monkey)	1
1	Kd = 24 nM Bioactivity Info	TI LI LO TS
CL000041	LTK- Cell Line Info	Mus musculus (Mouse)	1
1	Ki = 41.9 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	Ki = 28 nM
2	Ki = 41.6 nM
3	Ki = 41.9 nM

Protein ID: PT00943, D(3) dopamine receptor

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	EC50 = 7 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	2
1	Ki = 10 nM Bioactivity Info	TI LI LO TS
2	Ki = 17 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	Ki = 7.8 nM

Protein ID: PT01366, D(3) dopamine receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000053	COS-7 Cell Line Info	Chlorocebus aethiops (Green monkey)	2
1	IC50 = 27.2 nM Bioactivity Info	TI LI LO TS
2	IC50 = 29.4 nM Bioactivity Info	TI LI LO TS

Protein ID: PT01161, D(4) dopamine receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	2
1	EC50 = 4.3 nM Bioactivity Info	TI LI LO TS
2	Ki = 8.9 nM Bioactivity Info	TI LI LO TS

Protein ID: PT02684, D(4) dopamine receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	EC50 = 5.5 nM Bioactivity Info	TI LI LO TS

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 ~ 11885.6 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 = 20800 nM Bioactivity Info	TI LI LO TS

Clinical Information about the Compound

Drug 1 ( Apomorphine )

Drug Name	Apomorphine
Company	Archimedes Pharma Ltd
Indication	Parkinson disease Approved Idiopathic parkinson disease Phase 3 Sexual dysfunction Phase 2
Target(s)	Dopamine D2 receptor (D2R) Target Info Agonist

Cite

About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han