General Information of the Compound
Compound ID
CP0054778
Compound Name
CAS_93413-69-5
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Synonyms
1-[(1R)-2-(Dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexanol
1-[2-(Dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexanol
1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol
1-[2-dimethylamino-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol
1-{2-(dimethylamino)-1-[4-(methyloxy)phenyl]ethyl}cyclohexanol
Efectin
Efectin (TN)
Elafax
N,N-dimethyl-2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)ethylamine
Venlafaxina
Venlafaxina [INN-Spanish];Venlafaxine (Effexor)
Venlafaxine
Venlafaxine (INN)
Venlafaxine ER
Venlafaxine [BAN:INN]
Venlafaxine [INN:BAN]
VenlafaxineXR
Venlafaxinum
Venlafaxinum [INN-Latin]
Wy 45030
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Structure
Formula
C17H27NO2
Molecular Weight
277.408
Canonical SMILES
COc1ccc(cc1)C(CN(C)C)C1(O)CCCCC1
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InChI
InChI=1S/C17H27NO2/c1-18(2)13-16(17(19)11-5-4-6-12-17)14-7-9-15(20-3)10-8-14/h7-10,16,19H,4-6,11-13H2,1-3H3
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InChIKey
PNVNVHUZROJLTJ-UHFFFAOYSA-N
CAS
93413-69-5
Physicochemical Property
logP
3.0356
Rotatable Bonds
5
Heavy Atom Count
20
Polar Areas
32.7
Hydrogen Bond Donor Count
1
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: 5656
SID: 15222119
ChEMBL ID
CHEMBL637
DrugBank ID
DB00285
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: PT00884, Sodium-dependent dopamine transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
IC50 = 7340 nM
   TI
   LI
   LO
   TS
2
IC50 > 10000 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  4
1
IC50 = 9120.11 nM
   TI
   LI
   LO
   TS
2
IC50 = 15767 nM
   TI
   LI
   LO
   TS
3
Ki = 3620 nM
   TI
   LI
   LO
   TS
4
Ki > 890 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 4430 nM
2 Kd = 9300 nM
Protein ID: PT01026, Sodium-dependent noradrenaline transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000882 MDCK-Net6 Canis lupus familiaris (Dog)  2
1
IC50 = 535 nM
   TI
   LI
   LO
   TS
2
Ki = 385 nM
   TI
   LI
   LO
   TS
CL000031 MDCK Canis lupus familiaris (Dog)  1
1
IC50 = 581 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  5
1
IC50 = 680 nM
   TI
   LI
   LO
   TS
2
IC50 = 5722 nM
   TI
   LI
   LO
   TS
3
IC50 = 7943.28 nM
   TI
   LI
   LO
   TS
4
Ki = 1623 nM
   TI
   LI
   LO
   TS
5
Ki > 553 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 149 nM
2 Kd = 1060 nM
Protein ID: PT00871, Sodium-dependent serotonin transporter
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000232 JAR Homo sapiens (Human)  2
1
IC50 = 27 nM
   TI
   LI
   LO
   TS
2
IC50 = 31 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  6
1
IC50 = 35 nM
   TI
   LI
   LO
   TS
2
IC50 = 36.1 nM
   TI
   LI
   LO
   TS
3
IC50 = 323.59 nM
   TI
   LI
   LO
   TS
4
IC50 > 20 nM
   TI
   LI
   LO
   TS
5
Ki = 11 nM
   TI
   LI
   LO
   TS
6
Ki = 113 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 20 nM
2 Kd = 8.9 nM
Clinical Information about the Compound
Drug 1 ( Venlafaxine )
Drug Name Venlafaxine
Company Wyeth
Indication
Depression
Approved
Target(s)
Serotonin transporter (SERT)
Inhibitor
Norepinephrine transporter (NET)
Inhibitor