General Information of the Compound
Compound ID
CP0075436
Compound Name
(2,3-Dimethoxy-phenyl)-{1-[2-(4-fluoro-phenyl)-ethyl]-piperidin-4-yl}-methanol
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Synonyms
(R)-(+)-ALPHA-(2,3-DIMETHOXYPHENYL)-1-[2-(4-FLUORO-PHENYL)ETHYL]-4-PIPERIDINE METHANOL
(R)-(2,3-Dimethoxyphenyl)(1-(4-fluorophenethyl)piperidin-4-yl)methanol
(R)-(2,3-dimethoxyphenyl)-[1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl]methanol
139290-65-6
CHEMBL74355
EW71EE171J
M-100907
M100907
Serotonin 5-HT2 Receptor Antagonists
UNII-EW71EE171J
VOLINANSERIN
Volinanserin
Volinanserin [INN]
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Structure
Formula
C22H28FNO3
Molecular Weight
373.468
Canonical SMILES
COc1cccc([C@H](O)C2CCN(CCc3ccc(F)cc3)CC2)c1OC
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InChI
InChI=1S/C22H28FNO3/c1-26-20-5-3-4-19(22(20)27-2)21(25)17-11-14-24(15-12-17)13-10-16-6-8-18(23)9-7-16/h3-9,17,21,25H,10-15H2,1-2H3/t21-/m1/s1
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InChIKey
HXTGXYRHXAGCFP-OAQYLSRUSA-N
CAS
139290-65-6
Physicochemical Property
logP
3.831
Rotatable Bonds
7
Heavy Atom Count
27
Polar Areas
41.93
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
4
Complexity
27

"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: 5311271
SID: 14755501
ChEMBL ID
CHEMBL74355
DrugBank ID
DB16351
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: PT01492, 5-hydroxytryptamine receptor 2A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 0.1 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 0.1 nM
2 Ki = 1.4 nM
Protein ID: PT00825, 5-hydroxytryptamine receptor 2A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 0.1 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 0.31 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 0.31 nM
2 Ki = 0.36 nM
3 Ki = 0.57 nM
4 Ki = 1.5 nM
Protein ID: PT01019, 5-hydroxytryptamine receptor 2B
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000004 SH-SY5Y Homo sapiens (Human)  1
1
Ki = 1258.93 nM
   TI
   LI
   LO
   TS
Protein ID: PT00939, 5-hydroxytryptamine receptor 2C
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 13 nM
   TI
   LI
   LO
   TS
CL000004 SH-SY5Y Homo sapiens (Human)  1
1
Ki = 316.23 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 13 nM
2 Ki = 107 nM
Protein ID: PT01005, D(2) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 1300 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 1300 nM
2 Ki = 2250 nM
Protein ID: PT01206, Histamine H1 receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 1000 nM
   TI
   LI
   LO
   TS
Protein ID: PT00897, Potassium voltage-gated channel subfamily H member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki = 1100 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 1100 nM
Clinical Information about the Compound
Drug 1 ( M100907 )
Drug Name M100907
Indication
Sleep-wake disorder
Phase 3
Target(s)
Voltage-gated potassium channel Kv11.1 (KCNH2)
Inhibitor
5-HT 2C receptor (HTR2C)
Inhibitor
5-HT 2A receptor (HTR2A)
Antagonist