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

Stem definition	Drug id	CAS RN
platelet aggregation inhibitors	4113	150322-43-3

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: prasugrel prasugrel hydrochloride effient efient prasugrel HCl CS-747 LY640315	A piperazine derivative and PLATELET AGGREGATION INHIBITOR that is used to prevent THROMBOSIS in patients with ACUTE CORONARY SYNDROME; UNSTABLE ANGINA and MYOCARDIAL INFARCTION, as well as in those undergoing PERCUTANEOUS CORONARY INTERVENTIONS. Molecular weight: 373.44 Formula: C20H20FNO3S CLOGP: 3.46 LIPINSKI: 0 HAC: 4 HDO: 0 TPSA: 46.61 ALOGS: -5.20 ROTB: 6 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

prasugrel
prasugrel hydrochloride
effient
efient
prasugrel HCl
CS-747
LY640315

A piperazine derivative and PLATELET AGGREGATION INHIBITOR that is used to prevent THROMBOSIS in patients with ACUTE CORONARY SYNDROME; UNSTABLE ANGINA and MYOCARDIAL INFARCTION, as well as in those undergoing PERCUTANEOUS CORONARY INTERVENTIONS.

Molecular weight: 373.44
Formula: C20H20FNO3S
CLOGP: 3.46
LIPINSKI: 0
HAC: 4
HDO: 0
TPSA: 46.61
ALOGS: -5.20
ROTB: 6

Status: OFP

Legend:
OFP - off patent
OFM - off market
ONP - on patent

Drug dosage:

Dose	Unit	Route
10	mg	O

ADMET properties:

Property	Value	Reference
BDDCS (Biopharmaceutical Drug Disposition Classification System)	2	Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine)	1 %	Benet LZ, Broccatelli F, Oprea TI

Approvals:

Date	Agency	Company
Feb. 24, 2009	EMA	DAIICHI SANKYO EUROPE GMBH
July 10, 2009	FDA	ELI LILLY AND CO
March 24, 2014	PMDA	DAIICHI SANKYO COMPANY, LIMITED

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
Thrombosis in device	137.41	21.45	33	3488	2708	50598895
Myocardial infarction	136.83	21.45	82	3439	88945	50512658
Vascular pseudoaneurysm	103.12	21.45	23	3498	1361	50600242
Vascular stent stenosis	94.20	21.45	18	3503	492	50601111
Acute myocardial infarction	93.49	21.45	44	3477	29229	50572374
Gastrointestinal haemorrhage	78.85	21.45	54	3467	73267	50528336
Coronary artery restenosis	68.43	21.45	13	3508	344	50601259
Angina pectoris	58.80	21.45	31	3490	26157	50575446
Angina unstable	51.94	21.45	19	3502	6687	50594916
Haemorrhage	51.89	21.45	37	3484	53404	50548199
Chest pain	42.97	21.45	57	3464	176825	50424778
Coronary artery occlusion	35.92	21.45	15	3506	7488	50594115
Phaeochromocytoma crisis	35.68	21.45	7	3514	220	50601383
Platelet function test abnormal	35.34	21.45	6	3515	82	50601521
Retroperitoneal haemorrhage	34.57	21.45	11	3510	2545	50599058
Coronary artery stenosis	32.65	21.45	12	3509	4277	50597326
Stent placement	31.37	21.45	11	3510	3427	50598176
Somnambulism	31.04	21.45	12	3509	4912	50596691
Myopathy	29.95	21.45	14	3507	9125	50592478
Coronary artery disease	29.79	21.45	21	3500	29705	50571898
Puncture site haemorrhage	28.73	21.45	6	3515	259	50601344
Device occlusion	28.69	21.45	12	3509	6011	50595592
Epistaxis	28.03	21.45	28	3493	63926	50537677
Cerebral haemorrhage	26.85	21.45	19	3502	27033	50574570
Acute coronary syndrome	26.57	21.45	13	3508	9361	50592242
Cardiogenic shock	25.51	21.45	15	3506	15584	50586019
Factor V inhibition	25.08	21.45	5	3516	171	50601432
Coronary artery thrombosis	24.91	21.45	7	3514	1060	50600543
Tachycardia paroxysmal	22.92	21.45	5	3516	266	50601337
Coagulation factor V level decreased	22.42	21.45	5	3516	295	50601308
Labelled drug-drug interaction medication error	22.36	21.45	12	3509	10465	50591138

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
Thrombosis in device	345.64	17.60	91	7025	3073	29564338
Vascular stent thrombosis	246.82	17.60	67	7049	2543	29564868
Vascular stent stenosis	194.68	17.60	46	7070	984	29566427
Acute myocardial infarction	160.67	17.60	115	7001	48323	29519088
Myocardial infarction	128.76	17.60	145	6971	110151	29457260
Angina pectoris	105.96	17.60	72	7044	27778	29539633
Chest pain	105.49	17.60	132	6984	111841	29455570
Coronary artery restenosis	81.66	17.60	23	7093	999	29566412
Angina unstable	66.41	17.60	38	7078	10827	29556584
Haemorrhage	64.25	17.60	66	7050	45006	29522405
Haemorrhage intracranial	63.50	17.60	41	7075	14501	29552910
Gastrointestinal haemorrhage	59.69	17.60	84	7032	79449	29487962
Coronary artery stenosis	55.13	17.60	31	7085	8542	29558869
Labelled drug-drug interaction medication error	52.39	17.60	34	7082	12125	29555286
Cardiac tamponade	50.81	17.60	24	7092	4611	29562800
Coronary artery thrombosis	40.52	17.60	16	7100	1989	29565422
Coronary artery occlusion	40.50	17.60	27	7089	10067	29557344
Vascular pseudoaneurysm	37.46	17.60	15	7101	1934	29565477
Haematoma	36.73	17.60	36	7080	23176	29544235
Pulmonary alveolar haemorrhage	32.90	17.60	20	7096	6360	29561051
Cerebral haemorrhage	32.61	17.60	39	7077	31387	29536024
Pericardial haemorrhage	31.58	17.60	15	7101	2916	29564495
Myocardial ischaemia	31.41	17.60	28	7088	16000	29551411
Epistaxis	30.71	17.60	49	7067	51655	29515756
Device occlusion	30.00	17.60	18	7098	5590	29561821
Apnoeic attack	29.43	17.60	8	7108	304	29567107
Upper gastrointestinal haemorrhage	29.23	17.60	31	7085	21883	29545528
Acute coronary syndrome	29.18	17.60	24	7092	12301	29555110
Intraventricular haemorrhage	28.67	17.60	14	7102	2892	29564519
Obstructive shock	28.06	17.60	5	7111	23	29567388
Coronary artery disease	26.40	17.60	42	7074	44148	29523263
Abdominal symptom	25.99	17.60	8	7108	474	29566937
Subdural haematoma	24.73	17.60	26	7090	18167	29549244
Arterial restenosis	23.08	17.60	5	7111	71	29567340
Peripheral arterial occlusive disease	21.38	17.60	14	7102	5062	29562349
Cardiac failure	21.35	17.60	54	7062	79233	29488178
Platelet function test abnormal	21.19	17.60	5	7111	106	29567305
Procedural haemorrhage	19.57	17.60	10	7106	2273	29565138
Coombs negative haemolytic anaemia	19.53	17.60	5	7111	150	29567261
Non-cardiac chest pain	19.37	17.60	12	7104	3945	29563466
Vessel puncture site haematoma	19.16	17.60	4	7112	47	29567364
Melaena	19.12	17.60	30	7086	31146	29536265
Toxicity to various agents	19.04	17.60	9	7107	173652	29393759
Coronary artery perforation	18.65	17.60	4	7112	54	29567357
Bladder tamponade	18.05	17.60	6	7110	456	29566955
Melanaemia	18.01	17.60	4	7112	64	29567347

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
Vascular stent thrombosis	283.69	17.39	70	8599	3294	64486769
Thrombosis in device	269.17	17.39	73	8596	4998	64485065
Acute myocardial infarction	208.99	17.39	125	8544	69593	64420470
Myocardial infarction	188.79	17.39	165	8504	165656	64324407
Gastrointestinal haemorrhage	114.26	17.39	113	8556	132199	64357864
Vascular stent stenosis	114.18	17.39	28	8641	1281	64488782
Vascular pseudoaneurysm	102.83	17.39	31	8638	3093	64486970
Angina pectoris	93.12	17.39	64	8605	45017	64445046
Chest pain	87.09	17.39	131	8538	235849	64254214
Haemorrhage	86.14	17.39	77	8592	79274	64410789
Coronary artery stenosis	86.11	17.39	38	8631	11210	64478853
Coronary artery restenosis	70.26	17.39	19	8650	1283	64488780
Labelled drug-drug interaction medication error	69.74	17.39	41	8628	22021	64468042
Haemorrhage intracranial	66.73	17.39	41	8628	23843	64466220
Angina unstable	54.89	17.39	31	8638	15436	64474627
Coronary artery occlusion	52.46	17.39	29	8640	13862	64476201
Coronary artery thrombosis	51.58	17.39	18	8651	2851	64487212
Cerebral haemorrhage	50.36	17.39	47	8622	51043	64439020
Epistaxis	48.85	17.39	63	8606	98068	64391995
Intraventricular haemorrhage	48.60	17.39	19	8650	4134	64485929
Acute coronary syndrome	46.06	17.39	30	8639	19280	64470783
Haematoma	44.53	17.39	42	8627	46208	64443855
Pulmonary alveolar haemorrhage	44.26	17.39	23	8646	9715	64480348
Device occlusion	43.88	17.39	23	8646	9890	64480173
Coronary artery disease	43.72	17.39	47	8622	60386	64429677
Platelet function test abnormal	38.31	17.39	8	8661	175	64489888
Upper gastrointestinal haemorrhage	37.82	17.39	34	8635	35186	64454877
Stent placement	36.85	17.39	17	8652	5554	64484509
Cardiac tamponade	30.70	17.39	17	8652	8147	64481916
Cardiogenic shock	30.35	17.39	29	8640	32398	64457665
Subdural haematoma	29.95	17.39	27	8642	28027	64462036
Phaeochromocytoma crisis	28.98	17.39	7	8662	300	64489763
Melaena	27.60	17.39	35	8634	53513	64436550
Obstructive shock	27.08	17.39	5	8664	56	64490007
Cardiac failure	26.09	17.39	56	8613	132317	64357746
Myocardial ischaemia	26.06	17.39	23	8646	23228	64466835
Somnambulism	25.85	17.39	13	8656	5128	64484935
Thrombotic cerebral infarction	25.85	17.39	7	8662	475	64489588
Peripheral arterial occlusive disease	24.78	17.39	14	8655	6973	64483090
Apnoeic attack	24.67	17.39	7	8662	564	64489499
Thrombosis	24.24	17.39	38	8631	70604	64419459
Abdominal symptom	23.62	17.39	7	8662	658	64489405
Factor V inhibition	23.02	17.39	6	8663	351	64489712
Pericardial haemorrhage	22.40	17.39	11	8658	4125	64485938
Subarachnoid haemorrhage	22.20	17.39	19	8650	18419	64471644
Post procedural haemorrhage	21.83	17.39	16	8653	12415	64477648
Vascular stent occlusion	21.01	17.39	5	8664	201	64489862
Bladder tamponade	20.71	17.39	6	8663	521	64489542
Melanaemia	20.28	17.39	4	8665	65	64489998
Cerebral infarction	19.85	17.39	26	8643	41018	64449045
Product administration error	19.11	17.39	21	8648	27622	64462441
Electrocardiogram ST segment elevation	19.10	17.39	12	8657	7247	64482816
Myopathy	18.84	17.39	17	8652	17663	64472400
Haematuria	18.66	17.39	31	8638	60440	64429623
Hepatitis acute	18.62	17.39	15	8654	13374	64476689
Coombs negative haemolytic anaemia	18.30	17.39	5	8664	351	64489712
Retroperitoneal haematoma	18.23	17.39	10	8659	4701	64485362
Blood loss anaemia	18.13	17.39	15	8654	13877	64476186
Retroperitoneal haemorrhage	17.93	17.39	10	8659	4858	64485205
Tachycardia paroxysmal	17.82	17.39	5	8664	387	64489676
Shock haemorrhagic	17.61	17.39	16	8653	16775	64473288
Ocular retrobulbar haemorrhage	17.49	17.39	4	8665	135	64489928

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

Source	Code	Description
ATC	B01AC22	BLOOD AND BLOOD FORMING ORGANS ANTITHROMBOTIC AGENTS ANTITHROMBOTIC AGENTS Platelet aggregation inhibitors excl. heparin
FDA PE	N0000008832	Decreased Platelet Aggregation
MeSH PA	D006401	Hematologic Agents
MeSH PA	D010975	Platelet Aggregation Inhibitors
FDA EPC	N0000182142	P2Y12 Platelet Inhibitor
FDA MoA	N0000182143	P2Y12 Receptor Antagonists
CHEBI has role	CHEBI:35554	cardiovascular agent
CHEBI has role	CHEBI:50433	platelet glycoprotein-IIb/IIIa receptor antagonists
CHEBI has role	CHEBI:68563	ADP receptor subtype P2Y12 antagonists
CHEBI has role	CHEBI:50266	Prodrugs

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

Disease	Relation	SNOMED_ID	DOID
Prevention of recurrence of ischemic cerebrovascular disease	indication	62914000	DOID:6713
Acute coronary syndrome	indication	394659003
Percutaneous coronary intervention	indication	415070008
Myocardial Reinfarction Prevention	indication
Intracranial hemorrhage	contraindication	1386000
Acute hemorrhage	contraindication	8573003
Acute peptic ulcer with hemorrhage	contraindication	12274003
Low blood pressure	contraindication	45007003
Hepatic failure	contraindication	59927004
Blood coagulation disorder	contraindication	64779008	DOID:1247
Aortocoronary artery bypass graft	contraindication	67166004
Thrombotic thrombocytopenic purpura	contraindication	78129009	DOID:10772
Cerebrovascular accident	contraindication	230690007
Transient ischemic attack	contraindication	266257000	DOID:224
Surgical procedure	contraindication	387713003
Traumatic injury	contraindication	417746004
Significant Bleeding	contraindication

🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	5.53	Basic

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
P2Y purinoceptor 12	GPCR	Q9H244	P2Y12_HUMAN	ANTAGONIST				UNKNOWN	CHEMBL

External reference:

ID	Source
4029056	VUID
N0000179815	NUI
D05597	KEGG_DRUG
389574-19-0	SECONDARY_CAS_RN
4029056	VANDF
4029068	VANDF
C2683417	UMLSCUI
CHEBI:87715	CHEBI
CHEMBL1201772	ChEMBL_ID
DB06209	DRUGBANK_ID
CHEMBL1201773	ChEMBL_ID
D000068799	MESH_DESCRIPTOR_UI
6918456	PUBCHEM_CID
7562	IUPHAR_LIGAND_ID
8503	INN_ID
34K66TBT99	UNII
613391	RXNORM
166281	MMSL
261080	MMSL
26287	MMSL
39620	MMSL
d07409	MMSL
012994	NDDF
012995	NDDF
443129001	SNOMEDCT_US
443312008	SNOMEDCT_US
735166002	SNOMEDCT_US

Pharmaceutical products:

Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
Effient	HUMAN PRESCRIPTION DRUG LABEL	1	0002-5121	TABLET, FILM COATED	5 mg	ORAL	NDA	32 sections
Effient	HUMAN PRESCRIPTION DRUG LABEL	1	0002-5123	TABLET, FILM COATED	10 mg	ORAL	NDA	32 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	0378-5185	TABLET, FILM COATED	5 mg	ORAL	ANDA	29 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	0378-5186	TABLET, FILM COATED	10 mg	ORAL	ANDA	29 sections
PRASUGREL	HUMAN PRESCRIPTION DRUG LABEL	1	0440-0604	TABLET, FILM COATED	5 mg	ORAL	ANDA	29 sections
PRASUGREL	HUMAN PRESCRIPTION DRUG LABEL	1	0440-0605	TABLET, FILM COATED	10 mg	ORAL	ANDA	29 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	16729-272	TABLET, FILM COATED	5 mg	ORAL	ANDA	27 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	16729-273	TABLET, FILM COATED	10 mg	ORAL	ANDA	27 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	43817-239	TABLET, FILM COATED	5 mg	ORAL	ANDA	27 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	43817-240	TABLET, FILM COATED	10 mg	ORAL	ANDA	27 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	50090-4118	TABLET, FILM COATED	10 mg	ORAL	ANDA	26 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	50090-5169	TABLET, FILM COATED	10 mg	ORAL	ANDA	27 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	51407-247	TABLET, FILM COATED	5 mg	ORAL	ANDA	27 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	51407-247	TABLET, FILM COATED	5 mg	ORAL	ANDA	27 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	51407-248	TABLET, FILM COATED	10 mg	ORAL	ANDA	27 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	51407-248	TABLET, FILM COATED	10 mg	ORAL	ANDA	27 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	51407-444	TABLET, FILM COATED	5 mg	ORAL	ANDA	29 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	51407-445	TABLET, FILM COATED	10 mg	ORAL	ANDA	29 sections
Effient	HUMAN PRESCRIPTION DRUG LABEL	1	54868-6238	TABLET, FILM COATED	10 mg	ORAL	NDA	28 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	60505-4642	TABLET, FILM COATED	5 mg	ORAL	ANDA	27 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	60505-4643	TABLET, FILM COATED	10 mg	ORAL	ANDA	27 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	65162-001	TABLET, FILM COATED	5 mg	ORAL	ANDA	26 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	65162-001	TABLET, FILM COATED	5 mg	ORAL	ANDA	26 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	65162-002	TABLET, FILM COATED	10 mg	ORAL	ANDA	26 sections
Prasugrel	HUMAN PRESCRIPTION DRUG LABEL	1	65162-002	TABLET, FILM COATED	10 mg	ORAL	ANDA	26 sections
Effient	HUMAN PRESCRIPTION DRUG LABEL	1	65597-601	TABLET, COATED	5 mg	ORAL	NDA	33 sections
Effient	HUMAN PRESCRIPTION DRUG LABEL	1	65597-601	TABLET, COATED	5 mg	ORAL	NDA	33 sections
Effient	HUMAN PRESCRIPTION DRUG LABEL	1	65597-602	TABLET, COATED	10 mg	ORAL	NDA	33 sections
Effient	HUMAN PRESCRIPTION DRUG LABEL	1	65597-602	TABLET, COATED	10 mg	ORAL	NDA	33 sections
Prasugrel	Human Prescription Drug Label	1	65862-829	TABLET, FILM COATED	5 mg	ORAL	ANDA	27 sections