Standard Compound Records

Database Entry: cq_04155

2D-Structure

3D-Structure

(Powered by ChemAxon Marvin)

Basic Information

Name:Loperamide
Synonyms:Loperamide;1-Piperidinebutanamide, 4-(4-chlorophenyl)-4-hydroxy-N,N-dimethyl-alpha,alpha-diphenyl-;34552-83-5;4-(4-CHLOROPHENYL)-4-HYDROXY-N,N-DIMETHYL-ALPH*-;4-(4-Chlorophenyl)-N,N-dimethyl-alpha,alpha-diphenyl-4-hydroxy-1-piperidinebutanamide;5-21-02-00379 (Beilstein Handbook Reference);53179-11-6;BRN 1558273;EINECS 258-416-5;Ioperamide;Loperamida [INN-Spanish];Loperamidum [INN-Latin];4-[4-(4-chlorophenyl)-4-hydroxy-1-piperidyl]-N,N-dimethyl-2,2-diphenyl-butanamide;Apo-Loperamide;Diarr-Eze;Imodium;Imodium A-D;Imodium A-D Caplets;Kaopectate II;LOPERAMIDE HYDROCHLORIDE;Loperacap;Maalox Anti-Diarrheal;Nu-Loperamide;PMS-Loperamide;Pepto Diarrhea Control;Rho-Loperamide
Molecular Weight:477.03752
Formula:C29H33ClN2O2
CAS:34552-83-5;53179-11-6
Isomeric SMILES:CN(C)C(=O)C(CCN1CCC(CC1)(C2=CC=C(C=C2)Cl)O)(C3=CC=CC=C3)C4=CC=CC=C4
Canonical SMILES:CN(C)C(=O)C(CCN1CCC(CC1)(C2=CC=C(C=C2)Cl)O)(C3=CC=CC=C3)C4=CC=CC=C4
InChI:InChI=1/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
Experimental Water Solubility:
Predicted Water Solubility:0.000837 mg/mL [Predicted by ALOGPS]
Experimental LogP(octanol-water):
Predicted LogP(octanol-water):4.44 [Predicted by ALOGPS]; 5.5 [Predicted by PubChem via XLOGP]; 5.15 [MEYLAN,WM & HOWARD,PH (1995)]

Biology and Chemistry related

KEGG Compound ID:C07080
PubChem SID:181471
PubChem CID:3955
ChemIDplus:053179116
CHEBI:
HMDB:|HMDB04999|
PDB Component ID:
MetaCyc ID:
UM-BBD ID:
BMRB ID:

NMR related

HMDB_EXPERIMENTAL_HSQC: HMDB04999||

Atom IDAtom TypeSMILES Canonical IDSMILES Symmetry ClassNeighborsInChI Canonical IDInChI Symmetry ClassEmpirical Chemical ShiftTheoretical Chemical ShiftExperimental Chemical ShiftLiterature NMR Data
1H281063N_AN_A1.815N_AN_AN_A
2H291063N_AN_A2.065N_AN_AN_A
3H301064N_AN_A1.815N_AN_AN_A
4H311064N_AN_A2.065N_AN_AN_A
5H22860N_AN_A2.19N_AN_AN_A
6H23860N_AN_A2.29N_AN_AN_A
7H24861N_AN_A2.19N_AN_AN_A
8H25861N_AN_A2.29N_AN_AN_A
9H16758N_AN_A2.9N_AN_AN_A
10H17758N_AN_A2.9N_AN_AN_A
11H18758N_AN_A2.9N_AN_AN_A
12H19759N_AN_A2.9N_AN_AN_A
13H20759N_AN_A2.9N_AN_AN_A
14H21759N_AN_A2.9N_AN_AN_A
15H321165N_AN_A2.25N_AN_AN_A
16H331165N_AN_A2.25N_AN_AN_A
17H26962N_AN_A2.36N_AN_AN_A
18H27962N_AN_A2.36N_AN_AN_A
19C3391741,42,233126.5N_AN_AN_A
20C3401743,44,343126.5N_AN_AN_A
21C3411839,47,455129.5N_AN_AN_A
22C3421839,48,565129.5N_AN_AN_A
23C3431840,49,675129.5N_AN_AN_A
24C3441840,50,785129.5N_AN_AN_A
25C3512145,55,141313129.5N_AN_AN_A
26C3522146,55,151413129.5N_AN_AN_A
27C3472041,56,1099128.0N_AN_AN_A
28C3482042,56,11109128.0N_AN_AN_A
29C3492043,57,12119128.0N_AN_AN_A
30C3502044,57,13129128.0N_AN_AN_A
31C3451951,53,81515129.0N_AN_AN_A
32C3461952,53,91615129.0N_AN_AN_A
33C4552451,52,662323138.0N_AN_AN_A
34C4562547,48,672424141.0N_AN_AN_A
35C4572549,50,672524141.0N_AN_AN_A
36C4532245,46,342626131.5N_AN_AN_A
37C4542367,37,352727173.5N_AN_AN_A
38C2632928,29,60,66171738.4N_AN_AN_A
39C2642930,31,61,66181738.4N_AN_AN_A
40C2602722,23,63,38202045.8N_AN_AN_A
41C2612724,25,64,38212045.8N_AN_AN_A
42C4663155,63,64,36282874.3N_AN_AN_A
43C1582616,17,18,371137.7N_AN_AN_A
44C1592619,20,21,372137.7N_AN_AN_A
45C2653032,33,62,67191938.6N_AN_AN_A
46C2622826,27,65,38222248.2N_AN_AN_A
47C4673256,57,54,65292949.8N_AN_AN_A
48N381660,61,623232N_AN_AN_AN_A
49N371554,58,593131N_AN_AN_AN_A
50O3513543333N_AN_AN_AN_A
51O361466,13434N_AN_AN_AN_A
52Cl3412533030N_AN_AN_AN_A
53H2239N_AN_A7.26N_AN_AN_A
54H3240N_AN_A7.26N_AN_AN_A
55H4341N_AN_A7.43N_AN_AN_A
56H5342N_AN_A7.43N_AN_AN_A
57H6343N_AN_A7.43N_AN_AN_A
58H7344N_AN_A7.43N_AN_AN_A
59H14651N_AN_A7.13N_AN_AN_A
60H15652N_AN_A7.13N_AN_AN_A
61H10547N_AN_A7.09N_AN_AN_A
62H11548N_AN_A7.09N_AN_AN_A
63H12549N_AN_A7.09N_AN_AN_A
64H13550N_AN_A7.09N_AN_AN_A
65H8445N_AN_A7.2N_AN_AN_A
66H9446N_AN_A7.2N_AN_AN_A
67H1136N_AN_A5.52N_AN_AN_A

Mass Spectra related

C12N14 Mass data:476.223056024
C13N14 Mass data:505.32034632
C12N15 Mass data:478.21712581
C13N15 Mass data:507.314416107

Miscellanea

Order_Status:DONE
Organism:hsa
Location:
Isomer:
Salt:
Data Source:kegg;hmdb
Similar Structure:
Comments: drug