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racecadotril 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
endopeptidase inhibitors	60	81110-73-8

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: ecadotril acetorphan racecadotril cadotril redotil	A potent inhibitor of membrane metalloendopeptidase (ENKEPHALINASE). Thiorphan potentiates morphine-induced ANALGESIA and attenuates naloxone-precipitated withdrawal symptoms. Molecular weight: 385.48 Formula: C21H23NO4S CLOGP: 3.85 LIPINSKI: 0 HAC: 5 HDO: 1 TPSA: 72.47 ALOGS: -5.34 ROTB: 11

Molecule

Description

Molfile Inchi Smiles

Synonyms:

ecadotril
acetorphan
racecadotril
cadotril
redotil

A potent inhibitor of membrane metalloendopeptidase (ENKEPHALINASE). Thiorphan potentiates morphine-induced ANALGESIA and attenuates naloxone-precipitated withdrawal symptoms.

Molecular weight: 385.48
Formula: C21H23NO4S
CLOGP: 3.85
LIPINSKI: 0
HAC: 5
HDO: 1
TPSA: 72.47
ALOGS: -5.34
ROTB: 11

Drug dosage:

None

ADMET properties:

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Property	Value	Reference
MRTD (Maximum Recommended Therapeutic Daily Dose)	11.12 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

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Approvals:

Date	Agency	Company	Orphan
Jan. 1, 1993	YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Rash maculo-papular	109.07	40.86	40	1944	31856	63455182
Acute kidney injury	95.63	40.86	73	1911	263342	63223696
Cholestasis	75.68	40.86	30	1954	29404	63457634
Drug reaction with eosinophilia and systemic symptoms	75.01	40.86	31	1953	33805	63453233
Agranulocytosis	65.94	40.86	26	1958	25108	63461930
Aplasia	65.65	40.86	17	1967	4242	63482796
Febrile bone marrow aplasia	60.88	40.86	18	1966	7307	63479731
Hepatocellular injury	60.37	40.86	25	1959	27356	63459682
Pancreatitis acute	50.57	40.86	22	1962	27144	63459894
Pancytopenia	49.07	40.86	33	1951	96900	63390138

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FDA Adverse Event Reporting System (Male)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Toxic epidermal necrolysis	143.11	34.90	53	2143	21593	34933142
Hepatocellular injury	102.77	34.90	42	2154	22169	34932566
Alveolar lung disease	94.48	34.90	17	2179	369	34954366
Pulmonary interstitial emphysema syndrome	89.30	34.90	17	2179	507	34954228
Diffuse alveolar damage	68.96	34.90	18	2178	2296	34952439
Eosinophilic pneumonia	57.19	34.90	17	2179	3484	34951251
Hyperammonaemia	54.83	34.90	19	2177	6348	34948387
Acute kidney injury	51.47	34.90	78	2118	304910	34649825
Generalised oedema	49.04	34.90	21	2175	12387	34942348
Rash maculo-papular	42.87	34.90	25	2171	28426	34926309

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FDA Adverse Event Reporting System (Geriatric)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Hepatocellular injury	154.18	31.91	67	4262	47526	79692533
Toxic epidermal necrolysis	151.76	31.91	65	4264	44516	79695543
Rash maculo-papular	140.55	31.91	66	4263	56012	79684047
Acute kidney injury	127.27	31.91	148	4181	519256	79220803
Alveolar lung disease	102.82	31.91	19	4310	558	79739501
Cholestasis	99.59	31.91	51	4278	52058	79688001
Pulmonary interstitial emphysema syndrome	91.78	31.91	17	4312	506	79739553
Drug reaction with eosinophilia and systemic symptoms	89.56	31.91	51	4278	64193	79675866
Eosinophilia	76.96	31.91	41	4288	45304	79694755
Pancytopenia	70.91	31.91	64	4265	165681	79574378

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FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

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Source	Code	Description
ATC	A07XA04	ALIMENTARY TRACT AND METABOLISM ANTIDIARRHEALS, INTESTINAL ANTIINFLAMMATORY/ANTIINFECTIVE AGENTS OTHER ANTIDIARRHEALS Other antidiarrheals
MeSH PA	D000930	Antidiarrheals
MeSH PA	D004791	Enzyme Inhibitors
MeSH PA	D005765	Gastrointestinal Agents
MeSH PA	D011480	Protease Inhibitors

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Drug Use | Suggest Off label Use Form| |View source of the data|

Disease	Relation	SNOMED_ID	DOID
Acute diarrhea	indication	409966000

🐶 Veterinary Drug Use

None

🐶 Veterinary products

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Acid dissociation constants calculated using MoKa v3.0.0

None

Orange Book patent data (new drug applications)

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Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Neprilysin	Enzyme	P08473	NEP_HUMAN	INHIBITOR	IC50	9	CHEMBL	KEGG DRUG
Endothelin-converting enzyme 1	Enzyme	P42892	ECE1_HUMAN		IC50	8.10	CHEMBL
Angiotensin-converting enzyme	Enzyme	P12821	ACE_HUMAN		IC50	6.50	CHEMBL
Angiotensin-converting enzyme	Enzyme		ACE_RABIT		IC50	6.38	CHEMBL
Neprilysin	Enzyme		NEP_RAT		IC50	8.32	CHEMBL
Neprilysin	Enzyme		NEP_RABIT		IC50	8.40	CHEMBL
Neprilysin	Enzyme		NEP_PIG		IC50	8.21	CHEMBL
Thermolysin	Enzyme		THER_BACTH		IC50	5.02	CHEMBL

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External reference:

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ID	Source
TIO	PDB_CHEM_ID
006079	NDDF
107751	PUBCHEM_CID
112573-73-6	SECONDARY_CAS_RN
11654	IUPHAR_LIGAND_ID
16738	RXNORM
3132	PUBCHEM_CID
4025231	VUID
4025231	VANDF
5278	IUPHAR_LIGAND_ID

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Pharmaceutical products:

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