Compound Information

General Information of the Compound

Compound ID

CP0041761

Compound Name

2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethoxy]phenyl}carbonyl)-1-benzothiophen-6-ol

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Synonyms

Raloxifene

Raloxifene (extended-release, CDT)

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Structure

Formula

C28H27NO4S

Molecular Weight

473.594

Canonical SMILES

Oc1ccc(cc1)-c1sc2cc(O)ccc2c1C(=O)c1ccc(OCCN2CCCCC2)cc1

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InChI

InChI=1S/C28H27NO4S/c30-21-8-4-20(5-9-21)28-26(24-13-10-22(31)18-25(24)34-28)27(32)19-6-11-23(12-7-19)33-17-16-29-14-2-1-3-15-29/h4-13,18,30-31H,1-3,14-17H2

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InChIKey

GZUITABIAKMVPG-UHFFFAOYSA-N

CAS

84449-90-1

Physicochemical Property

logP	6.0752
Rotatable Bonds	7
Heavy Atom Count	34
Polar Areas	70
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Complexity	34

"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: 5035

SID: 14834427

ChEMBL ID

CHEMBL81

DrugBank ID

DB00481

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: PT01019, 5-hydroxytryptamine receptor 2B

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 = 69 nM Bioactivity Info	TI LI LO TS

Protein ID: PT01354, 5-hydroxytryptamine receptor 6

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	1
1	Ki = 750 nM Bioactivity Info	TI LI LO TS

Protein ID: PT00820, Acetylcholinesterase

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 = 400 nM Bioactivity Info	TI LI LO TS

Protein ID: PT00905, Cytochrome P450 2C9

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000023	BTI-Tn-5B1-4 Cell Line Info	Trichoplusia ni (Cabbage looper)	1
1	IC50 = 2000 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
CL000006	HEK293 Cell Line Info	Homo sapiens (Human)	2
1	EC50 = 0.66 nM Bioactivity Info	TI LI LO TS
2	IC50 = 0.18 nM Bioactivity Info	TI LI LO TS
CL000013	Sf9 Cell Line Info	Spodoptera frugiperda (Fall armyworm)	2
1	IC50 = 0.553 nM Bioactivity Info	TI LI LO TS
2	Ki = 0.158 nM Bioactivity Info	TI LI LO TS
CL000078	T-47D Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 0.7 nM Bioactivity Info	TI LI LO TS
CL000017	HeLa Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 2.4 nM Bioactivity Info	TI LI LO TS
2	IC50 = 22 nM Bioactivity Info	TI LI LO TS
CL000211	Ishikawa Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 24 nM Bioactivity Info	TI LI LO TS
CL000083	MCF-7 Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 222 nM Bioactivity Info	TI LI LO TS
2	IC50 > 100 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	EC50 = 22 nM
2	IC50 = 0.47 nM
3	IC50 = 0.73 nM
4	IC50 = 0.74 nM
5	IC50 = 0.89 nM
6	IC50 = 1.8 nM
7	IC50 = 4 nM
8	IC50 = 7 nM
9	IC50 = 20.6 nM
10	IC50 = 54 nM
11	Ka = 0.17 nM
12	Ki = 0.22 nM
13	Ki = 0.37 nM
14	Ki = 0.38 nM
15	Ki = 0.4 nM
16	Ki = 0.43 nM
17	Ki = 2 nM

Protein ID: PT00889, Estrogen receptor beta

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000078	T-47D Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 15 nM Bioactivity Info	TI LI LO TS
CL000017	HeLa Cell Line Info	Homo sapiens (Human)	2
1	IC50 = 260 nM Bioactivity Info	TI LI LO TS
2	IC50 = 341 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	EC50 = 260 nM
2	IC50 = 1.6 nM
3	IC50 = 1.9 nM
4	IC50 = 8.2 nM
5	IC50 = 12 nM
6	IC50 = 18.9 nM
7	IC50 = 43 nM
8	IC50 = 470 nM
9	IC50 = 557 nM
10	IC50 = 1420 nM
11	IC50 = 7430 nM
12	Ka = 41.24 nM
13	Ki = 2.74 nM
14	Ki = 4.3 nM
15	Ki = 10 nM
16	Ki = 23 nM

Protein ID: PT01552, Nuclear receptor subfamily 1 group I member 2

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000063	Hep-G2 Cell Line Info	Homo sapiens (Human)	1
1	EC50 = 11710 nM Bioactivity Info	TI LI LO TS

Protein ID: PT01943, Phospholipase D1

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000385	Calu-1 Cell Line Info	Homo sapiens (Human)	1
1	IC50 = 8500 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 4000 nM
2	IC50 = 4300 nM

Protein ID: PT01153, Phospholipase D2

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 = 10000 nM Bioactivity Info	TI LI LO TS

Biochemical Assays

1	IC50 = 3400 nM

Protein ID: PT01172, Progesterone receptor

Protein Info

Cell-based Assay

Cell Line ID	Cell Line Name	Cell Line Organism
CL000083	MCF-7 Cell Line Info	Homo sapiens (Human)	1
1	IC50 > 100 nM Bioactivity Info	TI LI LO TS

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 = 14689.2 nM Bioactivity Info	TI LI LO TS

Clinical Information about the Compound

Drug 1 ( Raloxifene )

Drug Name	Raloxifene
Company	SCOLR Pharma Inc
Indication	Osteoporosis Phase 4
Target(s)	Estrogen receptor (ESR) Target Info Modulator

Cite

About MolBiC

Correspondence

Prof. Feng ZHU

Prof. Leo, Lianyi Han