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

Stem definitionDrug idCAS RN
beta-adrenoreceptor antagonists 569 56980-93-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • celiprolol
  • DL-Celiprolol
  • selectol
  • celiprolol hydrochloride
  • celiprolol HCl
  • celiprolol monohydrochloride
A cardioselective beta-1 adrenergic antagonist that has intrinsic symopathomimetic activity. It is used in the management of ANGINA PECTORIS and HYPERTENSION.
  • Molecular weight: 379.50
  • Formula: C20H33N3O4
  • CLOGP: 1.86
  • LIPINSKI: 0
  • HAC: 7
  • HDO: 3
  • TPSA: 90.90
  • ALOGS: -3.34
  • ROTB: 10

Drug dosage:

DoseUnitRoute
0.20 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 151 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 20 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 22.59 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 50 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 -0.062 High 1
caco2-efflux Caco-2 efflux ratio (BA/AB) 31.550 High 1
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 0.579 10^-6 cm/s High 1
dh-clint Dog hepatocyte intrinsic clearance 1.432 uL/min/10^6 cells High 1
dppb Dog plasma protein binding (% unbound) 80.800 % High 1
fcs-ppb Fetal calf serum protein binding (% unbound) 74.210 % High 1
herg hERG pIC50 4.334 pIC50 High 1
hh-clint Human hepatocyte intrinsic clearance 1.050 uL/min/10^6 cells High 1
hlm-clint Human liver microsomal intrinsic clearance 2.871 uL/min/mg protein High 1
hppb Human plasma protein binding (% unbound) 79.740 % High 1
kinase-safety-class ACVR2A,ACVR2B,ACVRL1,AKT1,AKT2,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK4,CDK5,CDK9,DDR1,DYRK1B,EGFR,EIF2AK3,EPHB4,ERBB2,FLT3,GRK2,GSK3B,IGF1R,IKBKB,ITK,JAK1,JAK2,JAK3,MAP2K6,MAP3K21,MAP3K7,MAPK12,MAPK7,MAPK9,MAPKAPK2,MET,MTOR,NTRK2,PDK2,PDK4,PDPK1,PIK3CB,PIM2,PLK1,PLK2,PLK3,PLK4,PRKCD,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TGFBR1,TTK,ZAP70 58
kinase-selectivity-class AXL,BRAF,GRK2,PDK4,STK33,TEK 6
mdck-mdr1-bcrp-efflux MDCK-MDR1-BCRP efflux ratio 4.276 High 1
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 5.058 High 1
mh-clint Mouse hepatocyte intrinsic clearance 4.018 High 1
mppb Mouse plasma protein binding (% unbound) 77.130 High 1
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 6.039 High 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 88.190 % High 1
rat-kpuu-brain Rat brain Kpuu 0.005 % High 1
rh-clint Rat hepatocyte intrinsic clearance 1.524 uL/min/10^6 cells High 1
rh-fuinc Rat hepatocyte fraction unbound in incubation 84.720 % High 1
rppb Rat plasma protein binding (% unbound) 81.330 % High 1
solubility-dd Solubility at pH 7.4 in DMSO 937.562 uM High 1

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1982 YEAR INTRODUCED

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
Pemphigoid 60.87 42.41 15 956 9011 90618465
Acute kidney injury 52.59 42.41 36 935 320351 90307125
Prevertebral soft tissue swelling of cervical space 51.01 42.41 6 965 36 90627440
Bradycardia 49.49 42.41 22 949 83825 90543651
Hyponatraemia 48.24 42.41 25 946 133513 90493963
Eosinophilia 47.76 42.41 16 955 28517 90598959

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
Nipple inflammation 83.91 53.89 10 560 53 42620712
Nipple disorder 71.13 53.89 10 560 216 42620549

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
Nipple inflammation 82.94 34.51 10 1690 50 110587549
Acute kidney injury 70.81 34.51 66 1634 635364 109952235
Bradycardia 69.88 34.51 38 1662 155479 110432120
Nipple disorder 64.15 34.51 10 1690 383 110587216
Interstitial lung disease 48.92 34.51 29 1671 139305 110448294
Prevertebral soft tissue swelling of cervical space 48.83 34.51 6 1694 36 110587563
Pemphigoid 43.90 34.51 15 1685 19692 110567907
Hepatocellular injury 42.58 34.51 19 1681 50623 110536976
Hyponatraemia 41.59 34.51 31 1669 217622 110369977
Eosinophilia 37.09 34.51 18 1682 57918 110529681

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC C07AB08 CARDIOVASCULAR SYSTEM
BETA BLOCKING AGENTS
BETA BLOCKING AGENTS
Beta blocking agents, selective
MeSH PA D000319 Adrenergic beta-Antagonists
MeSH PA D000889 Anti-Arrhythmia Agents
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D013566 Sympathomimetics
MeSH PA D014665 Vasodilator Agents
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018663 Adrenergic Agents
MeSH PA D018674 Adrenergic Antagonists
MeSH PA D058671 Adrenergic beta-1 Receptor Antagonists
CHEBI has role CHEBI:35554 cardiovascular drug

Related Drugs by ATC class:

C07AB Beta blocking agents, selective 13 drugs

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

DiseaseRelationSNOMED_IDDOID
Hypertensive disorder indication 38341003 DOID:10763
Angina pectoris indication 194828000




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 13.38 acidic
pKa2 9.31 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
Beta-1 adrenergic receptor GPCR ANTAGONIST Ki 8.10 WOMBAT-PK SCIENTIFIC LITERATURE
Beta-2 adrenergic receptor GPCR AGONIST Ki 6.80 WOMBAT-PK
5-hydroxytryptamine receptor 1A GPCR Ki 5.05 CHEMBL

External reference:

IDSource
4025238 VUID
N0000171770 NUI
D01741 KEGG_DRUG
203145 RXNORM
C0055021 UMLSCUI
CHEBI:748072 CHEBI
CHEMBL27810 ChEMBL_ID
DB04846 DRUGBANK_ID
CHEMBL1742424 ChEMBL_ID
D017272 MESH_DESCRIPTOR_UI
2663 PUBCHEM_CID
9064 IUPHAR_LIGAND_ID
3979 INN_ID
57470-78-7 SECONDARY_CAS_RN
DRB57K47QC UNII
003948 NDDF
003949 NDDF
349901006 SNOMEDCT_US
395874008 SNOMEDCT_US
395960002 SNOMEDCT_US
4025238 VANDF
DRB57K47QC INXIGHT DRUGS

Pharmaceutical products:

None