pirarubicin 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
antineoplastics, daunorubicin derivatives 2198 72496-41-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • pirarubicin
  • pinorubicin
  • therarubicin
  • Molecular weight: 627.64
  • Formula: C32H37NO12
  • CLOGP: 1.70
  • LIPINSKI: 2
  • HAC: 13
  • HDO: 5
  • TPSA: 204.30
  • ALOGS: -3.32
  • ROTB: 7

Drug dosage:

None

ADMET properties:

PropertyValueReference
Vd (Volume of distribution) 43.20 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 57.70 mL/min/kg Lombardo F, Berellini G, Obach RS
t_half (Half-life) 11.10 hours Lombardo F, Berellini G, Obach RS

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 1.658 Moderate 0.78
caco2-efflux Caco-2 efflux ratio (BA/AB) 32.137 Moderate 0.78
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 3.776 10^-6 cm/s Moderate 0.78
dh-clint Dog hepatocyte intrinsic clearance 3.451 uL/min/10^6 cells Moderate 0.78
dppb Dog plasma protein binding (% unbound) 9.940 % Moderate 0.78
fcs-ppb Fetal calf serum protein binding (% unbound) 12.480 % Moderate 0.78
herg hERG pIC50 4.675 pIC50 Moderate 0.78
hh-clint Human hepatocyte intrinsic clearance 3.055 uL/min/10^6 cells Moderate 0.78
hlm-clint Human liver microsomal intrinsic clearance 9.908 uL/min/mg protein Moderate 0.78
hppb Human plasma protein binding (% unbound) 6.500 % Moderate 0.78
kinase-safety-class ACVR2B,ACVRL1,AURKA,AXL,BRAF,BTK,CAMK2D,CDK5,CDK9,DYRK1B,EIF2AK3,ERBB2,FLT3,GRK2,GSK3B,ITK,KDR,MAP2K6,MAP3K7,MAPK10,MAPK7,NTRK2,PDK1,PDK2,PDK4,PIK3CA,PIK3CB,PIK3CD,PIK3CG,PIM2,PRKDC,SIK2,STK33,SYK,TEK,TGFBR1 36
mdck-mdr1-bcrp-efflux MDCK-MDR1-BCRP efflux ratio 26.853 Moderate 0.78
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 17.140 Moderate 0.78
mh-clint Mouse hepatocyte intrinsic clearance 8.299 Moderate 0.78
mppb Mouse plasma protein binding (% unbound) 4.910 Moderate 0.78
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 27.479 Moderate 0.78
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 11.320 % Moderate 0.78
rat-kpuu-brain Rat brain Kpuu 0.015 % Moderate 0.78
rh-clint Rat hepatocyte intrinsic clearance 8.670 uL/min/10^6 cells Moderate 0.78
rh-fuinc Rat hepatocyte fraction unbound in incubation 43.590 % Moderate 0.78
rppb Rat plasma protein binding (% unbound) 5.490 % Moderate 0.78
solubility-dd Solubility at pH 7.4 in DMSO 95.719 uM Moderate 0.78

Approvals:

None

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
Bone marrow failure 208.20 60.67 45 435 32176 90595791
Myelosuppression 190.58 60.67 46 434 53545 90574422

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
Myelosuppression 73.91 44.89 25 501 40436 42580373
Renal salt-wasting syndrome 50.88 44.89 8 518 408 42620401
Bone marrow failure 50.85 44.89 18 508 33075 42587734

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
Bone marrow failure 230.82 40.41 62 1032 57786 110530419
Myelosuppression 222.31 40.41 67 1027 94273 110493932
Renal salt-wasting syndrome 46.55 40.41 8 1086 880 110587325
Pleuroparenchymal fibroelastosis 46.05 40.41 7 1087 356 110587849

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC L01DB08 ANTINEOPLASTIC AND IMMUNOMODULATING AGENTS
ANTINEOPLASTIC AGENTS
CYTOTOXIC ANTIBIOTICS AND RELATED SUBSTANCES
Anthracyclines and related substances
MeSH PA D000970 Antineoplastic Agents
CHEBI has role CHEBI:35610 antineoplastic agent
CHEBI has role CHEBI:50912 cardiotoxic agent

Related Drugs by ATC class:

L01DB Anthracyclines and related substances 10 drugs

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

None




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.11 acidic
pKa2 9.21 acidic
pKa3 9.92 acidic
pKa4 11.11 acidic
pKa5 7.5 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
Histone deacetylase 6 Enzyme IC50 5.90 CHEMBL

External reference:

IDSource
D01885 KEGG_DRUG
C0071126 UMLSCUI
CHEBI:94770 CHEBI
CHEMBL2354444 ChEMBL_ID
DB11616 DRUGBANK_ID
C027260 MESH_SUPPLEMENTAL_RECORD_UI
5877 INN_ID
D58G680W0G UNII
11296583 PUBCHEM_CID
33764 RXNORM
005780 NDDF
713434008 SNOMEDCT_US
D58G680W0G INXIGHT DRUGS

Pharmaceutical products:

None