Compound Information

General Information of the Compound

Compound ID

CP0035186

Compound Name

(10S,11S,14S,15S,17R)-17-[4-(dimethylamino)phenyl]-14-hydroxy-15-methyl-14-(prop-1-yn-1-yl)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1,6-dien-5-one

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Synonyms

ACTH modulator (Cushing's disease), HRA

Adrenocorticotropic hormone modulator (Cushing's disease), HRA Pharma

HRA-052015

Mifedren

Mifepristone

Mifepristone (Cushing's disease)

Mifepristone (Cushing's disease), HRA pharma

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Structure

Formula

C29H35NO2

Molecular Weight

429.604

Canonical SMILES

CC#C[C@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CCC4=C3[C@H](C[C@]12C)c1ccc(cc1)N(C)C

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InChI

InChI=1S/C29H35NO2/c1-5-15-29(32)16-14-26-24-12-8-20-17-22(31)11-13-23(20)27(24)25(18-28(26,29)2)19-6-9-21(10-7-19)30(3)4/h6-7,9-10,17,24-26,32H,8,11-14,16,18H2,1-4H3/t24-,25+,26-,28-,29-/m0/s1

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InChIKey

VKHAHZOOUSRJNA-GCNJZUOMSA-N

CAS

84371-65-3

122742-25-0

83203-42-3

Physicochemical Property

logP	5.4065
Rotatable Bonds	2
Heavy Atom Count	32
Polar Areas	40.54
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
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: 55245

SID: 12013919

ChEMBL ID

CHEMBL1276308

DrugBank ID

DB00834

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: PT00894, Androgen receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000044	CV-1 Cell Line Info	Chlorocebus aethiops (Green monkey)	3
1	EC50 = 10 nM Bioactivity Info	TI LI LO TS
2	IC50 = 1 nM Bioactivity Info	TI LI LO TS
3	IC50 = 5 nM Bioactivity Info	TI LI LO TS
CL000141	LNCaP Cell Line Info	Homo sapiens (Human)	1
1	EC50 = 11.9 nM Bioactivity Info	TI LI LO TS
CL000053	COS-7 Cell Line Info	Chlorocebus aethiops (Green monkey)	1
1	IC50 = 6.9 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	IC50 = 7.8 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	Ki = 5.95 nM Bioactivity Info	TI LI LO TS
CL000109	COS-1 Cell Line Info	Chlorocebus aethiops (Green monkey)	1
1	Ki = 22 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 5 nM
2	IC50 = 6.9 nM
3	IC50 = 8.8 nM
4	IC50 = 63.1 nM
5	IC50 = 89 nM
6	Ki = 0.65 nM
7	Ki = 4.6 nM
8	Ki = 8.4 nM
9	Ki = 10.6 nM

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 = 2020 nM Bioactivity Info	TI LI LO TS

Protein ID: PT00886, Estrogen receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000044	CV-1 Cell Line Info	Chlorocebus aethiops (Green monkey)	2
1	EC50 > 10000 nM Bioactivity Info	TI LI LO TS
2	IC50 > 1000 nM Bioactivity Info	TI LI LO TS
CL000053	COS-7 Cell Line Info	Chlorocebus aethiops (Green monkey)	1
1	IC50 = 5000 nM Bioactivity Info	TI LI LO TS
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	2
1	IC50 = 23638 nM Bioactivity Info	TI LI LO TS
2	Ki = 6754 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 5000 nM
2	Ki > 200 nM
3	Ki > 10000 nM

Protein ID: PT00889, Estrogen receptor beta

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000044	CV-1 Cell Line Info	Chlorocebus aethiops (Green monkey)	2
1	EC50 > 10000 nM Bioactivity Info	TI LI LO TS
2	IC50 = 812 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	Ki = 2876 nM
2	Ki > 750 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 ~ 29092.9 nM Bioactivity Info	TI LI LO TS

Protein ID: PT00967, Glucocorticoid receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000044	CV-1 Cell Line Info	Chlorocebus aethiops (Green monkey)	3
1	EC50 = 0.6 nM Bioactivity Info	TI LI LO TS
2	EC50 = 872 nM Bioactivity Info	TI LI LO TS
3	IC50 = 0.95 nM Bioactivity Info	TI LI LO TS
CL000017	HeLa Cell Line Info	Homo sapiens (Human)	2
1	EC50 = 2 nM Bioactivity Info	TI LI LO TS
2	IC50 = 0.64 nM Bioactivity Info	TI LI LO TS
CL000068	A-549 Cell Line Info	Homo sapiens (Human)	10
1	EC50 < 1000 nM Bioactivity Info	TI LI LO TS
2	IC50 = 1.6 nM Bioactivity Info	TI LI LO TS
3	IC50 = 4.677 nM Bioactivity Info	TI LI LO TS
4	IC50 = 6 nM Bioactivity Info	TI LI LO TS
5	IC50 = 6.31 nM Bioactivity Info	TI LI LO TS
6	IC50 = 11.48 nM Bioactivity Info	TI LI LO TS
7	IC50 > 10000 nM Bioactivity Info	TI LI LO TS
8	IC50 > 1000 nM Bioactivity Info	TI LI LO TS
9	IC50 < 1000 nM Bioactivity Info	TI LI LO TS
10	Ki = 1 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	4
1	EC50 > 2500 nM Bioactivity Info	TI LI LO TS
2	IC50 = 3.26 nM Bioactivity Info	TI LI LO TS
3	IC50 = 3.3 nM Bioactivity Info	TI LI LO TS
4	IC50 = 3.5 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 0.298 nM Bioactivity Info	TI LI LO TS
2	Ki = 0.299 nM Bioactivity Info	TI LI LO TS
CL000053	COS-7 Cell Line Info	Chlorocebus aethiops (Green monkey)	2
1	IC50 = 0.6 nM Bioactivity Info	TI LI LO TS
2	IC50 = 3.2 nM Bioactivity Info	TI LI LO TS
CL000162	HeLa S3 Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 2.232 nM Bioactivity Info	TI LI LO TS
2	Ki = 1.014 nM Bioactivity Info	TI LI LO TS
CL000011	CHO Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	IC50 = 5 nM Bioactivity Info	TI LI LO TS
CL000752	PBMC iPSC #1 Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 14.8 nM Bioactivity Info	TI LI LO TS
2	IC50 = 17.8 nM Bioactivity Info	TI LI LO TS
CL000464	ChaGo-K-1 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 15 nM Bioactivity Info	TI LI LO TS
CL000229	SW1353 Cell Line Info	Homo sapiens (Human)	2
1	Ki = 0.82 nM Bioactivity Info	TI LI LO TS
2	Ki = 1.2 nM Bioactivity Info	TI LI LO TS
CL000063	Hep-G2 Cell Line Info	Homo sapiens (Human)	1
1	Ki = 3 nM Bioactivity Info	TI LI LO TS
CL000773	HepTAT Cell Line Info	Homo sapiens (Human)	1
1	Ki = 169 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 0.6 nM
2	IC50 = 0.8 nM
3	IC50 = 1 nM
4	IC50 = 1.1 nM
5	IC50 = 5.754 nM
6	IC50 = 6.31 nM
7	IC50 = 6.918 nM
8	IC50 = 8.7 nM
9	Kd = 15 nM
10	Ki = 0.09 nM
11	Ki = 0.1 nM
12	Ki = 0.24 nM
13	Ki = 0.4 nM
14	Ki = 0.68 nM
15	Ki = 0.84 nM
16	Ki = 1.1 nM
17	Ki = 6 nM

Protein ID: PT00870, Glucocorticoid receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000298	H4-II-E Cell Line Info	Rattus norvegicus (Rat)	1
1	IC50 = 1.94 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	EC50 = 2.512 nM
2	IC50 = 1.4 nM

Protein ID: PT07390, Glucocorticoid receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000752	PBMC iPSC #1 Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 10.9 nM Bioactivity Info	TI LI LO TS
2	IC50 = 19.7 nM Bioactivity Info	TI LI LO TS

Protein ID: PT00645, Glucocorticoid receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000752	PBMC iPSC #1 Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 20.2 nM Bioactivity Info	TI LI LO TS
2	IC50 = 32.6 nM Bioactivity Info	TI LI LO TS

Protein ID: PT01154, Mineralocorticoid receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000044	CV-1 Cell Line Info	Chlorocebus aethiops (Green monkey)	2
1	EC50 > 10000 nM Bioactivity Info	TI LI LO TS
2	IC50 > 10000 nM Bioactivity Info	TI LI LO TS
CL000053	COS-7 Cell Line Info	Chlorocebus aethiops (Green monkey)	1
1	IC50 = 590 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	Ki = 851 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 590 nM
2	IC50 = 6000 nM
3	IC50 > 1000 nM
4	Ki = 640 nM
5	Ki > 10000 nM

Protein ID: PT01172, Progesterone receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000044	CV-1 Cell Line Info	Chlorocebus aethiops (Green monkey)	7
1	EC50 = 0.3 nM Bioactivity Info	TI LI LO TS
2	EC50 > 10000 nM Bioactivity Info	TI LI LO TS
3	IC50 = 0.18 nM Bioactivity Info	TI LI LO TS
4	IC50 = 0.2512 nM Bioactivity Info	TI LI LO TS
5	IC50 = 0.3 nM Bioactivity Info	TI LI LO TS
6	IC50 = 0.6 nM Bioactivity Info	TI LI LO TS
7	Ki = 0.2512 nM Bioactivity Info	TI LI LO TS
CL000078	T-47D Cell Line Info	Homo sapiens (Human)	9
1	IC50 = 0.045 nM Bioactivity Info	TI LI LO TS
2	IC50 = 0.054 nM Bioactivity Info	TI LI LO TS
3	IC50 = 0.073 nM Bioactivity Info	TI LI LO TS
4	IC50 = 0.1 nM Bioactivity Info	TI LI LO TS
5	IC50 = 0.13 nM Bioactivity Info	TI LI LO TS
6	IC50 = 0.2 nM Bioactivity Info	TI LI LO TS
7	IC50 = 0.6 nM Bioactivity Info	TI LI LO TS
8	IC50 = 1.4 nM Bioactivity Info	TI LI LO TS
9	IC50 = 3.3 nM Bioactivity Info	TI LI LO TS
CL000026	CHO-K1 Cell Line Info	Cricetulus griseus (Chinese hamster)	1
1	IC50 = 0.4 nM Bioactivity Info	TI LI LO TS
CL000332	T-47 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 2.6 nM Bioactivity Info	TI LI LO TS
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	Ki = 0.998 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	Activity = 1.3 nM
2	IC50 = 2.9 nM
3	IC50 = 3 nM
4	IC50 = 7.943 nM
5	Ki = 0.58 nM
6	Ki = 0.64 nM
7	Ki = 1.1 nM
8	Ki = 10 nM
9	Ki = 15 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 = 23280.9 nM Bioactivity Info	TI LI LO TS

Clinical Information about the Compound

Drug 1 ( Mifepristone )

Drug Name	Mifepristone
Company	HRA Pharma
Indication	Cushing disease Approved
Target(s)	Glucocorticoid receptor (NR3C1) Target Info Modulator

Cite

About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han