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

Stem definitionDrug idCAS RN
platelet aggregation inhibitors 4113 150322-43-3

Description:

MoleculeDescription

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:

DoseUnitRoute
10 mg O

ADMET properties:

PropertyValueReference
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:

DateAgencyCompanyOrphan
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 termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients 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 termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients 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 termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients 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:

SourceCodeDescription
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|

DiseaseRelationSNOMED_IDDOID
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 levelDissociation constantType (acidic/basic)
pKa1 5.53 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
P2Y purinoceptor 12 GPCR ANTAGONIST UNKNOWN CHEMBL

External reference:

IDSource
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:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
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