General Information of the Compound
Compound ID
CP0011042
Compound Name
4-(4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl)-N,N-dimethyl-2,2-diphenylbutanamide
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Synonyms
Apo-Loperamide
Diamide (TN)
Diarr-Eze
Dimor (TN)
Imodium (TN)
Imodium A-D Caplets
Ioperamide
Kaopectate II
Loperacap
Loperamida
Loperamida [INN-Spanish]
Loperamide
Loperamide (INN)
Loperamide Monohydrochloride
Loperamide [INN:BAN]
Loperamidum
Loperamidum [INN-Latin]
Lopex (TN)
Maalox Anti-Diarrheal
Nu-Loperamide
PMS-Loperamide
Pepto (TN)
Pepto Diarrhea Control
R-18553
Rho-Loperamide
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Structure
Formula
C29H33ClN2O2
Molecular Weight
477.048
Canonical SMILES
CN(C)C(=O)C(CCN1CCC(O)(CC1)c1ccc(Cl)cc1)(c1ccccc1)c1ccccc1
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InChI
InChI=1S/C29H33ClN2O2/c1-31(2)27(33)29(24-9-5-3-6-10-24,25-11-7-4-8-12-25)19-22-32-20-17-28(34,18-21-32)23-13-15-26(30)16-14-23/h3-16,34H,17-22H2,1-2H3
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InChIKey
RDOIQAHITMMDAJ-UHFFFAOYSA-N
CAS
53179-11-6
Physicochemical Property
logP
5.088
Rotatable Bonds
7
Heavy Atom Count
34
Polar Areas
43.78
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
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: 3955
SID: 14809921
ChEMBL ID
CHEMBL841
DrugBank ID
DB00836
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: PT00817, Cytochrome P450 2D6
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
Protein ID: PT01200, Delta-type opioid receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 156 nM
   TI
   LI
   LO
   TS
Protein ID: PT06109, Geminin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480 Homo sapiens (Human)  1
1
Potency ~ 36625.7 nM
   TI
   LI
   LO
   TS
Protein ID: PT01352, Mu-type opioid receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
EC50 = 58 nM
   TI
   LI
   LO
   TS
Protein ID: PT01360, Nociceptin receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
Ki > 10000 nM
   TI
   LI
   LO
   TS
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 = 13091.8 nM
   TI
   LI
   LO
   TS
Protein ID: PT03795, Solute carrier family 22 member 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 23700 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Loperamide )
Drug Name Loperamide
Company Janssen Pharmaceutica
Indication
Diarrhea
Approved
Target(s)
Opioid receptor delta (OPRD1)
Binder
Drug 2 ( Loperamide )
Drug Name Loperamide
Company Janssen Pharmaceutica
Indication
Diarrhea
Approved
Severe acute respiratory syndrome (SARS)
Preclinical
Middle East Respiratory Syndrome (MERS)
Preclinical