famciclovir ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
antivirals bicyclic heterocycle compounds 1128 104227-87-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • famciclovir
  • famcivir
  • famcyclovir
  • famtrex
  • famvir
An aminopurine derivative and prodrug of penciclovir which is a competitive inhibitor of herpes simplex 2 DNA polymerase. It is used to treat HERPES SIMPLEX VIRUS INFECTION.
  • Molecular weight: 321.34
  • Formula: C14H19N5O4
  • CLOGP: 0.08
  • LIPINSKI: 0
  • HAC: 9
  • HDO: 1
  • TPSA: 122.22
  • ALOGS: -2.39
  • ROTB: 9

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
0.75 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 250 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 0 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 77.80 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 77 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
June 29, 1994 FDA NOVARTIS
April 16, 2008 PMDA ASAHI KASEI PHARMA CORPORATION

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
Aplastic anaemia 36.58 20.21 14 2544 7689 50594877
Plasma cell myeloma 32.38 20.21 20 2538 31302 50571264
CD4 lymphocytes decreased 30.26 20.21 8 2550 1331 50601235
Chronic graft versus host disease 24.25 20.21 8 2550 2859 50599707
Diarrhoea 23.58 20.21 74 2484 588402 50014164
Acute myeloid leukaemia 21.87 20.21 12 2546 15062 50587504
Graft versus host disease in gastrointestinal tract 20.51 20.21 7 2551 2774 50599792

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
Gastrointestinal tract mucosal pigmentation 39.84 22.91 8 1563 375 29572581
Meralgia paraesthetica 33.42 22.91 6 1565 153 29572803
Tuberculosis liver 32.33 22.91 5 1566 49 29572907
Lip haemorrhage 29.28 22.91 7 1564 738 29572218

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
Aplastic anaemia 50.22 19.82 21 3381 13899 64481431
Gastrointestinal tract mucosal pigmentation 32.84 19.82 8 3394 919 64494411
Tuberculosis liver 31.13 19.82 5 3397 64 64495266
Herpes zoster 27.64 19.82 27 3375 79160 64416170
Lip haemorrhage 26.37 19.82 7 3395 1132 64494198
CD4 lymphocytes decreased 25.19 19.82 8 3394 2427 64492903
Meralgia paraesthetica 24.12 19.82 5 3397 276 64495054
Bacteraemia 21.81 19.82 15 3387 26896 64468434
Plasma cell myeloma 20.51 19.82 18 3384 46057 64449273

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC J05AB09 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIVIRALS FOR SYSTEMIC USE
DIRECT ACTING ANTIVIRALS
Nucleosides and nucleotides excl. reverse transcriptase inhibitors
ATC S01AD07 SENSORY ORGANS
OPHTHALMOLOGICALS
ANTIINFECTIVES
Antivirals
FDA MoA N0000020060 DNA Polymerase Inhibitors
FDA EXT N0000175459 Nucleoside Analog
CHEBI has role CHEBI:36044 antiviral drugs
CHEBI has role CHEBI:50266 Prodrugs
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000998 Antiviral Agents
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D019384 Nucleic Acid Synthesis Inhibitors
FDA EPC N0000180187 Herpes Simplex Virus Nucleoside Analog DNA Polymerase Inhibitor

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Herpes zoster indication 4740000 DOID:8536
Herpes simplex indication 88594005 DOID:8566
Recurrent herpes simplex labialis indication 402892009
Recurrent genital herpes simplex indication 402894005
Suppression of Recurrent Herpes Simplex Infection indication
Recurrent Mucocutaneous Herpes Simplex in Human Immunodeficiency Virus Infected Patients indication
Suppression of Recurrent Herpes Simplex Infection in HIV off-label use
Prevention of Herpes Zoster in Immunocompromised Patient off-label use
Kidney disease contraindication 90708001 DOID:557




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 4.86 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
DNA polymerase catalytic subunit Enzyme INHIBITOR WOMBAT-PK CHEMBL
DNA polymerase catalytic subunit Enzyme WOMBAT-PK

External reference:

IDSource
4020882 VUID
N0000148380 NUI
D00317 KEGG_DRUG
4020882 VANDF
C0209227 UMLSCUI
CHEBI:4974 CHEBI
CHEMBL880 ChEMBL_ID
DB00426 DRUGBANK_ID
D000077595 MESH_DESCRIPTOR_UI
3324 PUBCHEM_CID
11629 IUPHAR_LIGAND_ID
6438 INN_ID
QIC03ANI02 UNII
151733 RXNORM
119086 MMSL
1730 MMSL
4712 MMSL
d03775 MMSL
004470 NDDF
387557001 SNOMEDCT_US
96097002 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 0093-8117 TABLET, FILM COATED 125 mg ORAL ANDA 25 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 0093-8118 TABLET, FILM COATED 250 mg ORAL ANDA 25 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 0093-8119 TABLET, FILM COATED 500 mg ORAL ANDA 25 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 16714-614 TABLET 125 mg ORAL ANDA 23 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 16714-615 TABLET 250 mg ORAL ANDA 23 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 16714-616 TABLET 500 mg ORAL ANDA 23 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 17856-0705 TABLET, FILM COATED 250 mg ORAL ANDA 25 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 17856-0706 TABLET, FILM COATED 125 mg ORAL ANDA 25 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 17856-0708 TABLET, FILM COATED 500 mg ORAL ANDA 25 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 31722-706 TABLET, FILM COATED 125 mg ORAL ANDA 25 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 31722-707 TABLET, FILM COATED 250 mg ORAL ANDA 25 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 31722-708 TABLET, FILM COATED 500 mg ORAL ANDA 25 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 33342-024 TABLET, FILM COATED 125 mg ORAL ANDA 26 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 33342-025 TABLET, FILM COATED 250 mg ORAL ANDA 26 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 33342-026 TABLET, FILM COATED 500 mg ORAL ANDA 26 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 42291-414 TABLET, FILM COATED 125 mg ORAL ANDA 25 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 42291-415 TABLET, FILM COATED 250 mg ORAL ANDA 25 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 42291-416 TABLET, FILM COATED 500 mg ORAL ANDA 25 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 54868-5905 TABLET, FILM COATED 500 mg ORAL ANDA 28 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 55289-168 TABLET, FILM COATED 500 mg ORAL ANDA 25 sections
FAMCICLOVIR HUMAN PRESCRIPTION DRUG LABEL 1 60429-359 TABLET, FILM COATED 125 mg ORAL ANDA 23 sections
FAMCICLOVIR HUMAN PRESCRIPTION DRUG LABEL 1 60429-360 TABLET, FILM COATED 250 mg ORAL ANDA 23 sections
FAMCICLOVIR HUMAN PRESCRIPTION DRUG LABEL 1 60429-361 TABLET, FILM COATED 500 mg ORAL ANDA 23 sections
FAMCICLOVIR HUMAN PRESCRIPTION DRUG LABEL 1 60505-3245 TABLET, FILM COATED 125 mg ORAL ANDA 23 sections
FAMCICLOVIR HUMAN PRESCRIPTION DRUG LABEL 1 60505-3246 TABLET, FILM COATED 250 mg ORAL ANDA 23 sections
FAMCICLOVIR HUMAN PRESCRIPTION DRUG LABEL 1 60505-3247 TABLET, FILM COATED 500 mg ORAL ANDA 23 sections
FAMCICLOVIR HUMAN PRESCRIPTION DRUG LABEL 1 63187-919 TABLET 250 mg ORAL ANDA 24 sections
FAMCICLOVIR HUMAN PRESCRIPTION DRUG LABEL 1 63187-920 TABLET 500 mg ORAL ANDA 24 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 63187-998 TABLET, FILM COATED 500 mg ORAL ANDA 24 sections
Famciclovir HUMAN PRESCRIPTION DRUG LABEL 1 63629-7890 TABLET, FILM COATED 500 mg ORAL ANDA 25 sections