General Information of the Compound
Compound ID
CP0033565
Compound Name
(+/-)1-(4-tert-butylphenyl)-4-(4-(hydroxydiphenylmethyl)piperidin-1-yl)butan-1-ol
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Synonyms
1-(4-tert-Butylphenyl)-4-(4-(alpha-hydroxybenzhydryl)piperidino)-butan-1-ol
1-(4-tert-butylphenyl)-4-[4-(hydroxydiphenylmethyl)piperidin-1-yl]butan-1-ol
1-(4-tert-butylphenyl)-4-[4-[hydroxy(diphenyl)methyl]piperidin-1-yl]butan-1-ol
1-(p-tert-Butylphenyl)-4-(4'-(alpha-hydroxydiphenylmethyl)-1'-piperidyl)butanol
1-[4-(1,1-dimethylethyl)phenyl]-4-{4-[hydroxy(diphenyl)methyl]piperidin-1-yl}butan-1-ol
Aldaban
Aliud Brand of Terfenadine
Allerplus
Alpha-(4-(1,1-Dimethylethyl)phenyl)-4-(hydroxydiphenylmethyl)-1-piperdinebutanol
Alpha-(4-(1,1-Dimethylethyl)phenyl)-4-(hydroxydiphenylmethyl)-1-piperidinebutanol
Alpha-(4-(1,1-dimethylethyl)phenyl)-4-(hydroxydiphenyl-methyl)-1-piperidine butanol
Alpha-(4-[1,1-Dimethylethyl]phenyl)-4-[hydroxydiphenylmethyl]-1-piperidinebutanol
Alpha-(p-tert-Butylphenyl)-4-(hydroxydiphenylmethyl)-1-piperidinebutanol
Alpha-[4-(1,1-Dimethylethyl)phenyl]-4-(hydroxydiphenylmethyl)-1-piperidinebutanol
Balkis Saft Spezial
Bial Brand of Terfenadine
Cantabria Brand of Terfenadine
Ct Arzneimittel Brand of Terfenadine
Ct-Arzneimittel Brand of Terfenadine
Cyater
Dolorgiet Brand of Terfenadine
Heumann Brand of Terfenadine
Hisfedin
Hoechst Brand of Terfenadine
MDL 9918
MDL-9918
Merck dura Brand of Terfenadine
Mundipharma Brand of Terfenadine
RMI 9918
RMI-9918
RMI9918
Rapidal
Ratiopharm Brand of Terfenadine
Seldane
Seldane (TN)
Sigma Tau Brand of Terfenadine
Sigma-Tau Brand of Terfenadine
Stadapharm Brand of Terfenadine
T 9652
Teldane
Teldane (TN)
Teldanex
Terdin
Terfedura
Terfemundin
Terfen
Terfenadin AL
Terfenadin Heumann
Terfenadin Stada
Terfenadin von ct
Terfenadin-ratiopharm
Terfenadina
Terfenadina [INN-Spanish]
Terfenadine
Terfenadine (JAN/USAN/INN)
Terfenadine [USAN:BAN:INN:JAN]
Terfenadinum
Terfenadinum [INN-Latin]
Terfenidine
Terfex
Ternadin
Triludan
Triludan (TN)
Wolff Brand of Terfenadine
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Structure
Formula
C32H41NO2
Molecular Weight
471.685
Canonical SMILES
CC(C)(C)c1ccc(cc1)C(O)CCCN1CCC(CC1)C(O)(c1ccccc1)c1ccccc1
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InChI
InChI=1S/C32H41NO2/c1-31(2,3)26-18-16-25(17-19-26)30(34)15-10-22-33-23-20-29(21-24-33)32(35,27-11-6-4-7-12-27)28-13-8-5-9-14-28/h4-9,11-14,16-19,29-30,34-35H,10,15,20-24H2,1-3H3
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InChIKey
GUGOEEXESWIERI-UHFFFAOYSA-N
CAS
50679-08-8
Physicochemical Property
logP
6.4458
Rotatable Bonds
8
Heavy Atom Count
35
Polar Areas
43.7
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
3
Complexity
35

"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: 5405
SID: 14907543
ChEMBL ID
CHEMBL17157
DrugBank ID
DB00342
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: PT01546, ATP-dependent translocase ABCB1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000009 LLC-PK1 Sus scrofa (Pig)  1
1
IC50 = 1400 nM
   TI
   LI
   LO
   TS
CL000167 NIH-3T3-G185 Mus musculus (Mouse)  3
1
IC50 = 1800 nM
   TI
   LI
   LO
   TS
2
IC50 = 2500 nM
   TI
   LI
   LO
   TS
3
IC50 = 2700 nM
   TI
   LI
   LO
   TS
Protein ID: PT06079, ATP-dependent translocase ABCB1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000009 LLC-PK1 Sus scrofa (Pig)  1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
Protein ID: PT01685, ATP-dependent translocase ABCB1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000009 LLC-PK1 Sus scrofa (Pig)  1
1
IC50 = 23000 nM
   TI
   LI
   LO
   TS
Protein ID: PT02795, Cytochrome P450 2J2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 8100 nM
   TI
   LI
   LO
   TS
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 = 40 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 1 nM
2 Ki = 58 nM
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)  7
1
IC50 = 22 nM
   TI
   LI
   LO
   TS
2
IC50 = 30 nM
   TI
   LI
   LO
   TS
3
IC50 = 56 nM
   TI
   LI
   LO
   TS
4
IC50 = 204 nM
   TI
   LI
   LO
   TS
5
IC50 = 350 nM
   TI
   LI
   LO
   TS
6
IC50 = 960 nM
   TI
   LI
   LO
   TS
7
IC50 = 1200 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
IC50 = 56 nM
   TI
   LI
   LO
   TS
2
IC50 = 199.53 nM
   TI
   LI
   LO
   TS
CL000083 MCF-7 Homo sapiens (Human)  1
1
IC50 = 128.82 nM
   TI
   LI
   LO
   TS
CL000309 NCTC clone 929 Mus musculus (Mouse)  1
1
IC50 = 312 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 50 nM
2 IC50 = 56 nM
3 IC50 = 199.53 nM
4 IC50 = 213 nM
5 IC50 = 213.8 nM
6 Ki = 56 nM
7 Ki = 78 nM
8 Ki = 320 nM
Protein ID: PT01065, Serine/threonine-protein kinase mTOR
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL001056 MEF-1 [Mouse fibroblast] Mus musculus (Mouse)  1
1
Potency = 7362.1 nM
   TI
   LI
   LO
   TS
Protein ID: PT01105, Sodium channel protein type 5 subunit alpha
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 971 nM
   TI
   LI
   LO
   TS
Protein ID: PT01102, Voltage-dependent L-type calcium channel subunit alpha-1C
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 1320 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Terfenadine )
Drug Name Terfenadine
Company Marion Merrell. Dow, Inc.
Indication
Allergy
Withdrawn from market
Target(s)
Histamine H1 receptor (H1R)
Antagonist