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

Stem definition	Drug id	CAS RN
	2360	90098-04-7

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: OPC-12759 rebamipide proamipide mucosta	Rebamipide is a mucosal protective agent and is postulated to increase gastric blood flow, prostaglandin biosynthesis and decrease free oxygen radicals. Molecular weight: 370.79 Formula: C19H15ClN2O4 CLOGP: 1.97 LIPINSKI: 0 HAC: 6 HDO: 3 TPSA: 95.50 ALOGS: -4.56 ROTB: 5

Molecule

Description

Molfile Inchi Smiles

Synonyms:

OPC-12759
rebamipide
proamipide
mucosta

Rebamipide is a mucosal protective agent and is postulated to increase gastric blood flow, prostaglandin biosynthesis and decrease free oxygen radicals.

Molecular weight: 370.79
Formula: C19H15ClN2O4
CLOGP: 1.97
LIPINSKI: 0
HAC: 6
HDO: 3
TPSA: 95.50
ALOGS: -4.56
ROTB: 5

Drug dosage:

Dose	Unit	Route
0.30	g	O

ADMET properties:

Property	Value	Reference
BDDCS (Biopharmaceutical Drug Disposition Classification System)	4	Hosey CM, Chan R, Benet LZ

Approvals:

Date	Agency	Company	Orphan
Sept. 26, 2011	PMDA

FDA Adverse Event Reporting System (Female)

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
Hepatic function abnormal	244.73	17.32	120	9290	32561	50563153
Platelet count decreased	224.92	17.32	170	9240	100556	50495158
Interstitial lung disease	200.17	17.32	124	9286	53052	50542662
Drug eruption	104.09	17.32	61	9349	23545	50572169
Drug ineffective	86.77	17.32	23	9387	819310	49776404
Fatigue	78.46	17.32	18	9392	707583	49888131
Malignant neoplasm progression	76.67	17.32	78	9332	68046	50527668
White blood cell count decreased	76.34	17.32	101	9309	116621	50479093
Spinal compression fracture	72.93	17.32	39	9371	12617	50583097
Osteonecrosis of jaw	72.59	17.32	55	9355	32471	50563243
Liver disorder	72.36	17.32	58	9352	37164	50558550
Pyrexia	69.30	17.32	190	9220	380013	50215701
Cerebral infarction	60.67	17.32	42	9368	21562	50574152
Blood bilirubin increased	60.31	17.32	49	9361	31989	50563725
Neutrophil count decreased	57.87	17.32	56	9354	45970	50549744
Renal impairment	51.79	17.32	67	9343	75594	50520120
Anaemia	50.76	17.32	131	9279	252325	50343389
Altered state of consciousness	48.76	17.32	37	9373	21873	50573841
Erythema multiforme	44.17	17.32	25	9385	9025	50586689
Haemorrhage subcutaneous	43.39	17.32	17	9393	2684	50593030
Iron deficiency anaemia	43.25	17.32	31	9379	16803	50578911
Upper respiratory tract inflammation	41.80	17.32	16	9394	2373	50593341
Decreased appetite	41.11	17.32	105	9305	200818	50394896
Disseminated intravascular coagulation	40.50	17.32	30	9380	17105	50578609
Alanine aminotransferase increased	39.58	17.32	64	9346	88295	50507419
Blood pressure decreased	39.01	17.32	50	9360	55859	50539855
Aspartate aminotransferase increased	38.39	17.32	59	9351	77939	50517775
Joint swelling	34.54	17.32	3	9407	245283	50350431
Cancer pain	33.68	17.32	14	9396	2573	50593141
Cardiac failure	32.59	17.32	54	9356	75986	50519728
Pain	32.49	17.32	36	9374	578867	50016847
Gastric ulcer haemorrhage	32.12	17.32	16	9394	4468	50591246
Concomitant disease aggravated	30.70	17.32	19	9391	8072	50587642
Drug hypersensitivity	30.60	17.32	5	9405	251005	50344709
Toxicity to various agents	28.85	17.32	3	9407	212496	50383218
Drug-induced liver injury	27.69	17.32	30	9380	28065	50567649
Pancytopenia	27.43	17.32	53	9357	83977	50511737
Febrile neutropenia	26.44	17.32	57	9353	97610	50498104
Enterocolitis	26.40	17.32	16	9394	6551	50589163
Fulminant type 1 diabetes mellitus	26.16	17.32	7	9403	326	50595388
Peritonitis	25.63	17.32	22	9388	15464	50580250
Drug intolerance	25.32	17.32	5	9405	219099	50376615
Pneumonia bacterial	24.82	17.32	16	9394	7293	50588421
Cutaneous symptom	24.54	17.32	6	9404	194	50595520
Ileus	24.39	17.32	20	9390	13209	50582505
Adrenocorticotropic hormone deficiency	22.80	17.32	6	9404	262	50595452
Duodenal ulcer haemorrhage	22.53	17.32	10	9400	2156	50593558
Gastrointestinal perforation	22.15	17.32	11	9399	3050	50592664
Colony stimulating factor therapy	21.78	17.32	6	9404	312	50595402
Gamma-glutamyltransferase increased	21.45	17.32	27	9383	29596	50566118
Swelling	20.43	17.32	6	9404	200866	50394848
Enteritis infectious	20.43	17.32	9	9401	1906	50593808
Compression fracture	20.37	17.32	13	9397	5824	50589890
Infective spondylitis	20.24	17.32	5	9405	169	50595545
Colon cancer	20.05	17.32	15	9395	8676	50587038
Product dose omission issue	19.62	17.32	5	9405	183833	50411881
Pharyngitis	19.58	17.32	20	9390	17483	50578231
Haemoglobin decreased	19.57	17.32	60	9350	127156	50468558
Gastric cancer	19.37	17.32	10	9400	3008	50592706
Sputum retention	19.35	17.32	6	9404	473	50595241
Malignant pleural effusion	18.74	17.32	9	9401	2321	50593393
Pyelonephritis	18.38	17.32	18	9392	14971	50580743
Paronychia	18.04	17.32	11	9399	4553	50591161
Blood alkaline phosphatase increased	17.91	17.32	28	9382	37498	50558216
Blood lactate dehydrogenase increased	17.74	17.32	20	9390	19542	50576172
Infusion related reaction	17.36	17.32	5	9405	169552	50426162

FDA Adverse Event Reporting System (Male)

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
Interstitial lung disease	209.58	18.90	154	8181	57564	29508628
Hepatic function abnormal	170.68	18.90	117	8218	39142	29527050
Platelet count decreased	91.43	18.90	129	8206	104543	29461649
Malignant neoplasm progression	70.37	18.90	95	8240	73764	29492428
Disseminated intravascular coagulation	60.60	18.90	48	8287	19932	29546260
Upper respiratory tract inflammation	59.88	18.90	21	8314	1599	29564593
Cerebral infarction	59.70	18.90	52	8283	24623	29541569
Fatigue	55.63	18.90	11	8324	316810	29249382
Neutrophil count decreased	52.46	18.90	63	8272	43504	29522688
Drug eruption	48.16	18.90	39	8296	16702	29549490
Renal impairment	45.65	18.90	82	8253	81251	29484941
White blood cell count decreased	41.71	18.90	80	8255	83282	29482910
Pyrexia	37.44	18.90	170	8165	287452	29278740
Stomatitis	37.22	18.90	49	8286	37064	29529128
Drug ineffective	37.11	18.90	29	8306	363141	29203051
Decreased appetite	35.05	18.90	105	8230	145237	29420955
Drug-induced liver injury	30.55	18.90	34	8301	21621	29544571
Eosinophil count increased	29.69	18.90	21	8314	7348	29558844
Gastric ulcer haemorrhage	29.57	18.90	18	8317	4896	29561296
C-reactive protein increased	29.23	18.90	48	8287	44215	29521977
Hyperuricaemia	28.61	18.90	20	8315	6869	29559323
Liver disorder	28.38	18.90	37	8298	27712	29538480
Spinal compression fracture	26.03	18.90	18	8317	6076	29560116
Pneumonia bacterial	25.26	18.90	21	8314	9322	29556870
Gastric ulcer	25.04	18.90	25	8310	14036	29552156
Aspartate aminotransferase increased	24.70	18.90	53	8282	59672	29506520
Pneumonia aspiration	24.47	18.90	40	8295	36697	29529495
Altered state of consciousness	24.30	18.90	29	8306	19860	29546332
Cancer pain	23.45	18.90	12	8323	2335	29563857
Osteonecrosis of jaw	23.42	18.90	26	8309	16484	29549708
Gastric cancer	22.47	18.90	15	8320	4779	29561413
Prescribed underdose	22.09	18.90	18	8317	7768	29558424
Blood lactate dehydrogenase increased	21.83	18.90	27	8308	19182	29547010
Confusional state	21.22	18.90	5	8330	127872	29438320
Lymphangiosis carcinomatosa	20.67	18.90	8	8327	804	29565388
Death	20.54	18.90	41	8294	342043	29224149
Cholangitis	20.50	18.90	17	8318	7520	29558672
Erythema multiforme	20.14	18.90	17	8318	7700	29558492
Anaemia	19.83	18.90	110	8225	200841	29365351
Asthenia	19.71	18.90	19	8316	215231	29350961
Shunt stenosis	19.36	18.90	7	8328	582	29565610
Gamma-glutamyltransferase increased	19.01	18.90	30	8305	26707	29539485

FDA Adverse Event Reporting System (Geriatric)

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
Interstitial lung disease	386.80	15.23	276	18086	97456	64382914
Hepatic function abnormal	374.14	15.23	231	18131	64082	64416288
Platelet count decreased	291.65	15.23	295	18067	167416	64312954
Malignant neoplasm progression	150.91	15.23	173	18189	112698	64367672
Drug eruption	133.39	15.23	98	18264	36038	64444332
Fatigue	127.24	15.23	29	18333	748701	63731669
White blood cell count decreased	115.23	15.23	180	18182	157657	64322713
Cerebral infarction	111.78	15.23	93	18269	40951	64439419
Drug ineffective	110.36	15.23	51	18311	840196	63640174
Neutrophil count decreased	100.87	15.23	117	18245	77079	64403291
Disseminated intravascular coagulation	97.99	15.23	78	18284	32270	64448100
Upper respiratory tract inflammation	94.98	15.23	37	18325	3745	64476625
Liver disorder	92.70	15.23	94	18268	53257	64427113
Spinal compression fracture	88.10	15.23	54	18308	14721	64465649
Renal impairment	86.26	15.23	145	18217	134872	64345498
Pyrexia	85.32	15.23	349	18013	558295	63922075
Osteonecrosis of jaw	83.89	15.23	78	18284	39747	64440623
Toxicity to various agents	83.60	15.23	5	18357	363508	64116862
Decreased appetite	73.97	15.23	211	18151	281078	64199292
Blood bilirubin increased	61.77	15.23	79	18283	57474	64422896
Altered state of consciousness	60.80	15.23	64	18298	37838	64442532
Cancer pain	58.03	15.23	27	18335	4230	64476140
Gastric ulcer haemorrhage	56.98	15.23	33	18329	8110	64472260
Anaemia	56.38	15.23	235	18127	378445	64101925
Erythema multiforme	54.37	15.23	41	18321	15660	64464710
Confusional state	53.37	15.23	6	18356	261138	64219232
Aspartate aminotransferase increased	51.91	15.23	109	18253	119679	64360691
Pain	51.66	15.23	49	18313	553462	63926908
Drug-induced liver injury	47.38	15.23	63	18299	47580	64432790
Drug hypersensitivity	47.27	15.23	6	18356	237809	64242561
Pneumonia bacterial	47.12	15.23	37	18325	14998	64465372
Joint swelling	46.49	15.23	4	18358	215378	64264992
Haemorrhage subcutaneous	45.40	15.23	23	18339	4338	64476032
Cardiac failure	44.59	15.23	109	18253	132264	64348106
Alanine aminotransferase increased	44.22	15.23	112	18250	138919	64341451
Completed suicide	43.79	15.23	6	18356	224408	64255962
Stomatitis	43.21	15.23	96	18266	109509	64370861
Hyperuricaemia	40.68	15.23	29	18333	10162	64470208
Blood pressure decreased	40.35	15.23	81	18281	86118	64394252
Gastric cancer	39.39	15.23	24	18338	6469	64473901
Hypotension	38.80	15.23	31	18331	380943	64099427
Blood lactate dehydrogenase increased	38.02	15.23	47	18315	33031	64447339
Gamma-glutamyltransferase increased	37.67	15.23	57	18305	48453	64431917
Fulminant type 1 diabetes mellitus	35.99	15.23	13	18349	1067	64479303
Enteritis infectious	34.56	15.23	17	18345	3011	64477359
Drug intolerance	34.45	15.23	6	18356	187986	64292384
Anxiety	33.95	15.23	8	18354	202641	64277729
Iron deficiency anaemia	33.40	15.23	36	18326	21853	64458517
Gastric ulcer	33.21	15.23	42	18320	30192	64450178
C-reactive protein increased	32.85	15.23	79	18283	94830	64385540
Enterocolitis	32.21	15.23	27	18335	11991	64468379
Peripheral swelling	31.77	15.23	10	18352	209143	64271227
Peritonitis	31.11	15.23	37	18325	24986	64455384
Pneumonia aspiration	30.53	15.23	58	18304	59213	64421157
Eosinophil count increased	30.40	15.23	28	18334	14084	64466286
Product dose omission issue	30.14	15.23	9	18353	194738	64285632
Dyspnoea	28.50	15.23	107	18255	718567	63761803
Gastrointestinal perforation	27.76	15.23	18	18344	5406	64474964
Asthenia	27.46	15.23	50	18312	427994	64052376
Death	27.04	15.23	61	18301	482644	63997726
Colon cancer	26.90	15.23	25	18337	12714	64467656
Pneumonia	26.46	15.23	259	18103	559317	63921053
Haemoglobin decreased	25.83	15.23	117	18245	194946	64285424
Infective spondylitis	25.75	15.23	8	18354	412	64479958
Small intestine ulcer	25.65	15.23	9	18353	679	64479691
Swelling	25.53	15.23	7	18355	160211	64320159
Blood alkaline phosphatase increased	25.28	15.23	52	18310	56227	64424143
Shunt stenosis	25.25	15.23	10	18352	1057	64479313
Hypoalbuminaemia	25.11	15.23	28	18334	17646	64462724
Pharyngitis	25.07	15.23	29	18333	19010	64461360
Concomitant disease aggravated	25.05	15.23	23	18339	11519	64468851
Constipation	24.94	15.23	130	18232	229207	64251163
Radiation pneumonitis	24.66	15.23	14	18348	3314	64477056
Shock haemorrhagic	24.54	15.23	27	18335	16764	64463606
Compression fracture	24.42	15.23	17	18345	5735	64474635
Infusion related reaction	23.02	15.23	9	18353	164458	64315912
Prescribed underdose	22.99	15.23	27	18335	17988	64462382
Sputum retention	22.94	15.23	9	18353	928	64479442
Weight decreased	22.51	15.23	29	18333	285710	64194660
Cholangitis	22.43	15.23	21	18341	10781	64469589
Chronic gastritis	22.32	15.23	13	18349	3227	64477143
Herpes zoster	22.31	15.23	61	18301	79126	64401244
Febrile neutropenia	22.24	15.23	109	18253	187548	64292822
Hypopituitarism	21.86	15.23	12	18350	2661	64477709
Cutaneous symptom	21.29	15.23	7	18355	433	64479937
Hepatitis fulminant	20.87	15.23	16	18346	6258	64474112
Duodenal ulcer haemorrhage	20.76	15.23	16	18346	6309	64474061
Post herpetic neuralgia	20.67	15.23	11	18351	2294	64478076
Hypocalcaemia	20.45	15.23	40	18322	41713	64438657
Idiopathic pulmonary fibrosis	20.41	15.23	13	18349	3787	64476583
Cerebral haemorrhage	20.40	15.23	45	18317	51045	64429325
Paronychia	20.39	15.23	16	18346	6476	64473894
Adrenocorticotropic hormone deficiency	20.14	15.23	8	18354	852	64479518
Lymphangiosis carcinomatosa	20.12	15.23	10	18352	1811	64478559
Pleural effusion	19.90	15.23	80	18282	126479	64353891
Cytomegalovirus enterocolitis	19.74	15.23	9	18353	1346	64479024
Cerebellar haemorrhage	19.28	15.23	11	18351	2626	64477744
Ileus	19.28	15.23	28	18334	22938	64457432
Pyelonephritis acute	19.10	15.23	14	18348	5120	64475250
Pancytopenia	18.99	15.23	86	18276	143223	64337147
Hypersensitivity	18.73	15.23	17	18345	196435	64283935
Pneumothorax	18.08	15.23	28	18334	24270	64456100
Cholecystitis	18.05	15.23	25	18337	19611	64460759
Cholecystitis acute	17.88	15.23	19	18343	11341	64469029
Rash	17.76	15.23	204	18158	458345	64022025
Blood urea increased	17.75	15.23	39	18323	44114	64436256
White blood cell count increased	17.75	15.23	50	18312	65964	64414406
Weight increased	17.48	15.23	21	18341	213327	64267043
Pyelonephritis	17.42	15.23	23	18339	17243	64463127
Shunt occlusion	17.40	15.23	8	18354	1219	64479151
Syncope	17.08	15.23	12	18350	157623	64322747
Metastases to liver	17.00	15.23	27	18335	23914	64456456
Periodontitis	16.98	15.23	12	18350	4147	64476223
Atypical mycobacterial infection	16.91	15.23	8	18354	1300	64479070
Ocular dysmetria	16.90	15.23	4	18358	72	64480298
Pneumocystis jirovecii pneumonia	16.71	15.23	29	18333	27605	64452765
Enterocolitis bacterial	16.66	15.23	6	18356	488	64479882
Pulmonary alveolar haemorrhage	16.61	15.23	17	18345	9721	64470649
Diabetes mellitus	16.57	15.23	49	18313	66425	64413945
Aortic dissection	16.55	15.23	11	18351	3441	64476929
Eczema	16.45	15.23	30	18332	29690	64450680
Colony stimulating factor therapy	16.42	15.23	6	18356	509	64479861
Subdural haematoma	16.40	15.23	29	18333	28025	64452345
Cellulitis	16.18	15.23	61	18301	93596	64386774
Dyslalia	15.80	15.23	7	18355	978	64479392
Ileal ulcer	15.65	15.23	7	18355	1001	64479369
Brain stem haemorrhage	15.62	15.23	8	18354	1543	64478827
Malignant pleural effusion	15.56	15.23	10	18352	2957	64477413
Insomnia	15.56	15.23	103	18259	197733	64282637
Rhinitis allergic	15.43	15.23	15	18347	8063	64472307
Eosinophilic pustular folliculitis	15.36	15.23	4	18358	108	64480262
Cardiac failure acute	15.31	15.23	21	18341	16323	64464047
Thalamus haemorrhage	15.29	15.23	8	18354	1611	64478759

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

Source	Code	Description
ATC	A02BX14	ALIMENTARY TRACT AND METABOLISM DRUGS FOR ACID RELATED DISORDERS DRUGS FOR PEPTIC ULCER AND GASTRO-OESOPHAGEAL REFLUX DISEASE (GORD) Other drugs for peptic ulcer and gastro-oesophageal reflux disease (GORD)
MeSH PA	D000897	Anti-Ulcer Agents
MeSH PA	D000975	Antioxidants
MeSH PA	D004791	Enzyme Inhibitors
MeSH PA	D005765	Gastrointestinal Agents
MeSH PA	D020011	Protective Agents

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

Disease	Relation	SNOMED_ID	DOID
Gastritis	indication	4556007	DOID:4029
Peptic ulcer	indication	13200003	DOID:750

🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	4.32	acidic
pKa2	12.06	acidic
pKa3	13.42	acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Mechanism action	Bioact source	MoA source
Cholecystokinin receptor type A	GPCR		CCKAR_RAT	AGONIST	IC50	4.40		IUPHAR

External reference:

ID	Source
D01121	KEGG_DRUG
C0069562	UMLSCUI
CHEBI:32090	CHEBI
CHEMBL1697771	ChEMBL_ID
DB11656	DRUGBANK_ID
C052785	MESH_SUPPLEMENTAL_RECORD_UI
5042	PUBCHEM_CID
871	IUPHAR_LIGAND_ID
6454	INN_ID
LR583V32ZR	UNII
1172393005	SNOMEDCT_US
1172878003	SNOMEDCT_US

Pharmaceutical products:

None