etidronic acid ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
calcium metabolism regulator, pharmaceutical aid 1098 2809-21-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • etidronic acid
  • ethidronate
  • ethydronate
  • etidronate
  • hydroxyethanediphosphonic acid
  • oxyethylidenediphosphonic acid
  • etidronate disodium
A diphosphonate which affects calcium metabolism. It inhibits ectopic calcification and slows down bone resorption and bone turnover.
  • Molecular weight: 206.03
  • Formula: C2H8O7P2
  • CLOGP: -0.70
  • LIPINSKI: 0
  • HAC: 7
  • HDO: 5
  • TPSA: 135.29
  • ALOGS: -1.25
  • ROTB: 2

  • Status: OFM

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

Drug dosage:

DoseUnitRoute
0.40 g O
1.50 g P
0.40 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 50 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 97.07 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 5 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
kinase-safety-class ACVR2A,ACVR2B,ACVRL1,AKT3,ALK,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK4,CDK5,CDK9,DDR1,DYRK1B,EGFR,EIF2AK3,EPHB4,ERBB2,FLT3,GRK2,GSK3B,ITK,JAK1,JAK2,JAK3,MAP2K6,MAP3K14,MAP3K2,MAP3K21,MAP3K7,MAP4K1,MAPK10,MAPK7,MAPK9,NTRK1,NTRK2,PDK1,PDK2,PDK4,PIK3CB,PIK3CD,PIM2,PRKCD,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TGFBR1,TTK,ULK1,ZAP70 55
kinase-selectivity-class ACVR2B,AURKA,AXL,BMX,BRAF,CDK4,CDK9,DDR1,DYRK1B,EPHB4,ERBB2,GRK2,JAK2,MAP2K6,MAP3K14,MAPK7,PIK3CD,PIK3CG,PRKDC,STK33,SYK,TEK,TGFBR1,ZAP70 24
pfas-class PFAS structural alert (1 = True, 0 = False) 0

Approvals:

DateAgencyCompanyOrphan
Sept. 1, 1977 FDA PROCTER AND GAMBLE

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
Venous pressure jugular increased 105.72 62.47 17 1874 583 90625973
Carbuncle 103.72 62.47 19 1872 1417 90625139
Monoclonal immunoglobulin present 96.30 62.47 19 1872 2105 90624451
Kyphosis 96.13 62.47 20 1871 2888 90623668
Hypothalamo-pituitary disorder 95.19 62.47 19 1872 2233 90624323
Wrist deformity 88.31 62.47 19 1872 3219 90623337
Body height decreased 86.01 62.47 24 1867 11925 90614631
Atypical femur fracture 85.40 62.47 21 1870 6400 90620156
Osteoporosis 84.97 62.47 41 1850 96490 90530066
Rectal prolapse 83.16 62.47 17 1874 2250 90624306
Hepatic steatosis 77.18 62.47 29 1862 36916 90589640
Overweight 76.85 62.47 19 1872 5915 90620641
Fibrosis 76.80 62.47 19 1872 5933 90620623
Bundle branch block left 71.49 62.47 19 1872 7866 90618690
Dyslipidaemia 71.36 62.47 20 1871 10087 90616469
Nephropathy 68.52 62.47 19 1872 9216 90617340
Arthritis 63.86 62.47 41 1850 167274 90459282

FDA Adverse Event Reporting System (Male)

None

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
Carbuncle 106.73 61.48 19 1908 1448 110585924
Atypical femur fracture 105.86 61.48 24 1903 6195 110581177
Osteoporosis 99.38 61.48 42 1885 87110 110500262
Monoclonal immunoglobulin present 96.32 61.48 19 1908 2521 110584851
Venous pressure jugular increased 94.98 61.48 17 1910 1335 110586037
Hypothalamo-pituitary disorder 94.16 61.48 19 1908 2827 110584545
Kyphosis 92.02 61.48 19 1908 3168 110584204
Wrist deformity 92.01 61.48 19 1908 3170 110584202
Rectal prolapse 84.13 61.48 17 1910 2546 110584826
Body height decreased 83.55 61.48 22 1905 10541 110576831
Overweight 78.64 61.48 19 1908 6445 110580927
Fibrosis 75.48 61.48 19 1908 7623 110579749
Hepatic steatosis 70.87 61.48 28 1899 48803 110538569
Bundle branch block left 65.64 61.48 19 1908 12869 110574503
Nephropathy 64.81 61.48 19 1908 13448 110573924
Arthritis 62.75 61.48 38 1889 167548 110419824
Dyslipidaemia 61.62 61.48 19 1908 15946 110571426
Bone density decreased 61.53 61.48 19 1908 16023 110571349

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC M05BA01 MUSCULO-SKELETAL SYSTEM
DRUGS FOR TREATMENT OF BONE DISEASES
DRUGS AFFECTING BONE STRUCTURE AND MINERALIZATION
Bisphosphonates
ATC M05BB01 MUSCULO-SKELETAL SYSTEM
DRUGS FOR TREATMENT OF BONE DISEASES
DRUGS AFFECTING BONE STRUCTURE AND MINERALIZATION
Bisphosphonates, combinations
FDA CS M0006519 Diphosphonates
FDA EPC N0000175579 Bisphosphonate
MeSH PA D050071 Bone Density Conservation Agents
CHEBI has role CHEBI:35610 antineoplastic agent
CHEBI has role CHEBI:38161 chelator
CHEBI has role CHEBI:50646 bone density conservation agent

Related Drugs by ATC class:

M05BA Bisphosphonates 7 drugs
M05BB Bisphosphonates, combinations 6 drugs

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

DiseaseRelationSNOMED_IDDOID
Osteitis deformans indication 2089002 DOID:5408
Humoral hypercalcemia of malignancy indication 47709007
Heterotopic ossification indication 128491006
Prevention of Glucocorticoid-Induced Osteoporosis off-label use
Gastritis contraindication 4556007 DOID:4029
Hypocalcemia contraindication 5291005
Peptic ulcer contraindication 13200003 DOID:750
Esophagitis contraindication 16761005 DOID:11963
Hyperphosphatemia contraindication 20165001 DOID:0050459
Swallowing painful contraindication 30233002
Ulcer of esophagus contraindication 30811009
Vitamin D deficiency contraindication 34713006
Infectious disease contraindication 40733004
Dysphagia contraindication 40739000
Periodontitis contraindication 41565005 DOID:824
Enterocolitis contraindication 43752006
Achalasia of esophagus contraindication 45564002 DOID:9164
Stricture of esophagus contraindication 63305008
Blood coagulation disorder contraindication 64779008 DOID:1247
Duodenitis contraindication 72007001 DOID:8643
Heart failure contraindication 84114007 DOID:6000
Kidney disease contraindication 90708001 DOID:557
Fracture of bone contraindication 125605004
Asthma contraindication 195967001 DOID:2841
Esophageal dysmotility contraindication 266434009 DOID:9192
Anemia contraindication 271737000 DOID:2355
Primary malignant neoplasm contraindication 372087000
Aseptic necrosis of bone of jaw contraindication 441809006
Invasive Dental Procedure contraindication




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 1.29 acidic
pKa2 5.36 acidic
pKa3 6.35 acidic
pKa4 10.42 acidic
pKa5 12.86 acidic

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
Type IV secretion-like conjugative transfer relaxase protein TraI Enzyme Ki 8.52 CHEMBL

External reference:

IDSource
N0000007216 NUI
D00314 KEGG_DRUG
7414-83-7 SECONDARY_CAS_RN
4018878 VANDF
4019753 VANDF
C0015121 UMLSCUI
CHEBI:4907 CHEBI
911 PDB_CHEM_ID
CHEMBL871 ChEMBL_ID
DB01077 DRUGBANK_ID
CHEMBL1201042 ChEMBL_ID
D012968 MESH_DESCRIPTOR_UI
3305 PUBCHEM_CID
7184 IUPHAR_LIGAND_ID
2758 INN_ID
M2F465ROXU UNII
1356715 RXNORM
4706 MMSL
81273 MMSL
d00599 MMSL
002143 NDDF
004883 NDDF
372908005 SNOMEDCT_US
387581008 SNOMEDCT_US
420702005 SNOMEDCT_US
96284009 SNOMEDCT_US

Pharmaceutical products:

None