Loperamide
PubChem CID: 3955
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| Compound Synonyms | loperamide, 53179-11-6, Loperamida, Ioperamide, Loperamidum, Loperamidum [INN-Latin], Loperamida [INN-Spanish], 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide, UNII-6X9OC3H4II, EINECS 258-416-5, 6X9OC3H4II, Loperamide (INN), BRN 1558273, CHEBI:6532, DTXSID6045165, 4-(4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl)-N,N-dimethyl-2,2-diphenylbutanamide, CHEMBL841, 4-(4-Chlorophenyl)-N,N-dimethyl-alpha,alpha-diphenyl-4-hydroxy-1-piperidinebutanamide, DTXCID4025165, HSDB 8344, EC 258-416-5, 5-21-02-00379 (Beilstein Handbook Reference), Fortasec, 1-Piperidinebutanamide, 4-(4-chlorophenyl)-4-hydroxy-N,N-dimethyl-alpha,alpha-diphenyl-, NCGC00015608-04, Loperacap, LOPERAMIDE [INN], Apo-Loperamide, Nu-Loperamide, Rho-Loperamide, Loperamidum (INN-Latin), Kaopectate II, PMS-Loperamide, Loperamida (INN-Spanish), Loperamide [INN:BAN], 1-Piperidinebutanamide, 4-(4-chlorophenyl)-4-hydroxy-N,N-dimethyl-.alpha.,.alpha.-diphenyl-, 2-methoxyethyl1-methylethyl2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, Imodium A-D Caplets, 4-(p-Chlorophenyl)-4-hydroxy-N,N-dimethyl-.alpha.,.alpha.-diphenyl-1-piperidinebutyramide, 4-[4-(4-Chlorophenyl)-4-hydroxy-1-piperidinyl]-N,N-dimethyl-2,2-diphenylbutanamide, CAS-53179-11-6, NSC696356, Immodium, Loperamid, LoperamideHCl, Loperamidum (Latin), Spectrum_000374, Tocris-0840, LOPERAMIDE [MI], LOPERAMIDE [JAN], Prestwick0_000144, Prestwick1_000144, Prestwick2_000144, Prestwick3_000144, Spectrum2_001738, Spectrum3_001015, Spectrum4_001143, Spectrum5_001374, Lopac-L-4762, LOPERAMIDE [VANDF], LOPERAMIDE [WHO-DD], CBiol_001796, Lopac0_000708, Oprea1_109220, SCHEMBL28530, BSPBio_000248, BSPBio_001381, BSPBio_002769, KBioGR_000101, KBioGR_001685, KBioSS_000101, KBioSS_000854, cid_71420, DivK1c_000215, SPBio_001816, SPBio_002187, BPBio1_000274, GTPL7215, KBio1_000215, KBio2_000101, KBio2_000854, KBio2_002669, KBio2_003422, KBio2_005237, KBio2_005990, KBio3_000201, KBio3_000202, KBio3_001989, NINDS_000215, Bio1_000082, Bio1_000571, Bio1_001060, Bio2_000101, Bio2_000581, HMS1791F03, HMS1989F03, HMS2089C13, Tox21_110180, BDBM50017698, STK042086, AKOS000573892, Tox21_110180_1, CCG-204793, DB00836, SDCCGSBI-0050686.P004, 4-(4-Chlorophenyl)-N,N-dimethyl-.alpha.,.alpha.-diphenyl-4-hydroxy-1-piperidinebutanamide, 4-(p-Chlorophenyl)-4-hydroxy-N,N-dimethyl-alpha,alpha-diphenyl-1-piperidinebutyramide, IDI1_000215, IDI1_033851, NCGC00015608-01, NCGC00015608-02, NCGC00015608-03, NCGC00015608-05, NCGC00015608-06, NCGC00015608-07, NCGC00015608-08, NCGC00015608-09, NCGC00015608-11, NCGC00015608-15, NCGC00015608-24, NCGC00016828-01, NCGC00024818-01, NCGC00024818-02, NCGC00024818-03, NCGC00024818-04, NCGC00024818-05, DA-75076, SBI-0050686.P003, CAS-34552-83-5, AB00053697, NS00002516, C07080, D08144, EN300-708764, AB00053697-12, AB00053697-13, AB00053697_14, AB00053697_15, A829430, L000709, Q423751, BRD-K61250553-001-02-9, BRD-K61250553-003-05-8, BRD-K61250553-003-16-5, BRD-K61250553-003-29-8, BRD-K61250553-003-30-6, BRD-K61250553-003-32-2, LOPERAMIDE OXIDE MONOHYDRATE IMPURITY A [EP IMPURITY], 4-[4-(4-Chloro-phenyl)-4-hydroxy-piperidin-1-yl]-N,N-dimethyl-2,2-diphenyl-butyramide, 4-[4-(4-Chlorophenyl)-4-hydroxy-1-piperidinyl]-N,N-dimethyl-2,2-diphenylbutanamide #, 258-416-5, 4-[4-(4-Chloro-phenyl)-4-hydroxy-piperidin-1-yl]-N,N-dimethyl-2,2-diphenyl-butyramide(loperamide) |
|---|---|
| Topological Polar Surface Area | 43.8 |
| Hydrogen Bond Donor Count | 1.0 |
| Heavy Atom Count | 34.0 |
| Description | Loperamide is an opioid receptor agonist and acts on the mu opioid receptors in the myenteric plexus large intestines, it does not affect the central nervous system like other opioids, Loperamide usually as hydrochloride, is a drug effective against diarrhea resulting from gastroenteritis or inflammatory bowel disease. In most countries it is available generically under brand names such as Lopex, Imodium, Dimor and Pepto Diarrhea Control, Treatment should be avoided in the presence of fever or if the stool is bloody. Treatment is not recommended for patients who could suffer detrimental effects from rebound constipation. If there is a suspicion of diarrhea associated with organisms that can penetrate the intestinal walls, such as E. coli O157:H7 or salmonella, loperamide is contraindicated, Loperamide, usually as hydrochloride, is a drug effective against diarrhea resulting from gastroenteritis or inflammatory bowel disease. In most countries it is available generically under brand names such as Lopex, Imodium, Dimor and Pepto Diarrhea Control, it does not affect the central nervous system like other opioids, One of the long-acting synthetic antidiarrheals, it is not significantly absorbed from the gut, and has no effect on the adrenergic system or central nervous system, but may antagonize histamine and interfere with acetylcholine release locally, Loperamide is an opioid receptor agonist and acts on the mu opioid receptors in the myenteric plexus large intestines [HMDB] |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 623.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Enzyme Uniprot Id | P29372, Q6PCE3 |
| Uniprot Id | Q9NY46, P47747, P35372, P41146, P33533, P33535, P41143, P97266, Q92887, O15245, Q03164, P02545, P42858, P51151, Q16637, P42345, P16473, P97697, P16050, P18054, O75604, P51450, P08482, P40225, P04637, P10635, P08684, Q96QE3, Q16236, O15296, P05177, Q99700, P08183, P43140, P15823, P07550, P35462, P25021, P41145, P41595, P31645, Q99720, n.a., P25094, Q02763, P0A0J7, O75496, O94956, Q9NPD5, Q9Y6L6, Q9NUW8, P15289, P62157, O95342, O00748, Q12809, Q14524, Q8N4C8, O00255, Q9N623, P0DTD1, P10275, Q03181 |
| Iupac Name | 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide |
| Prediction Hob | 1.0 |
| Class | Benzene and substituted derivatives |
| Target Id | NPT145, NPT271, NPT613, NPT483, NPT1197, NPT537, NPT93, NPT940, NPT210, NPT792, NPT1119, NPT45, NPT96, NPT539, NPT110, NPT109, NPT208, NPT226, NPT244, NPT252, NPT272, NPT291, NPT295, NPT296, NPT668, NPT713, NPT203, NPT98, NPT2856, NPT4999 |
| Xlogp | 5.0 |
| Superclass | Benzenoids |
| Subclass | Diphenylmethanes |
| Molecular Formula | C29H33ClN2O2 |
| Prediction Swissadme | 0.0 |
| Inchi Key | RDOIQAHITMMDAJ-UHFFFAOYSA-N |
| Fcsp3 | 0.3448275862068966 |
| Logs | -4.372 |
| Rotatable Bond Count | 7.0 |
| State | Solid |
| Logd | 3.9 |
| Synonyms | Apo-Loperamide, Imodium A-D, Imodium A-D Caplets, Kaopectate II, Loperacap, Loperamida, Loperamide hydrochloride, Loperamidum, Maalox Anti-Diarrheal, Nu-Loperamide, PMS-Loperamide, Rho-Loperamide |
| Substituent Name | Diphenylmethane, Phenylpiperidine, Phenylacetamide, Phenylpropylamine, Benzyl alcohol, Aralkylamine, Halobenzene, Chlorobenzene, Piperidine, N-acyl-amine, Aryl halide, Aryl chloride, Tertiary carboxylic acid amide, Tertiary alcohol, Tertiary aliphatic amine, Tertiary amine, Carboxamide group, Azacycle, Organoheterocyclic compound, Carboxylic acid derivative, Hydrocarbon derivative, Aromatic alcohol, Organooxygen compound, Organonitrogen compound, Organochloride, Organohalogen compound, Carbonyl group, Amine, Alcohol, Aromatic heteromonocyclic compound |
| Compound Name | Loperamide |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 476.223 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 476.223 |
| Hydrogen Bond Acceptor Count | 3.0 |
| Molecular Weight | 477.0 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 0.0 |
| Total Bond Stereocenter Count | 0.0 |
| Esol | -5.817762305882353 |
| 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 |
| Smiles | CN(C)C(=O)C(CCN1CCC(CC1)(C2=CC=C(C=C2)Cl)O)(C3=CC=CC=C3)C4=CC=CC=C4 |
| Nring | 4.0 |
| Defined Bond Stereocenter Count | 0.0 |
- 1. Outgoing r'ship
FOUND_INto/from Corydalis Yanhusuo (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all