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

Stem definitionDrug idCAS RN
antivirals 799 136817-59-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • delavirdine
  • delavirdine mesylate
  • delavirdine mesilate
  • rescriptor
A potent, non-nucleoside reverse transcriptase inhibitor with activity specific for HIV-1.
  • Molecular weight: 456.57
  • Formula: C22H28N6O3S
  • CLOGP: 3.03
  • LIPINSKI: 0
  • HAC: 9
  • HDO: 3
  • TPSA: 110.43
  • ALOGS: -3.73
  • ROTB: 5
  • Status: OFM
    • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
1.20 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.00 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 2.50 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 14.61 µM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 85 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 3.102 High 1
caco2-efflux Caco-2 efflux ratio (BA/AB) 8.954 High 1
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 46.345 10^-6 cm/s High 1
dh-clint Dog hepatocyte intrinsic clearance 8.551 uL/min/10^6 cells High 1
dppb Dog plasma protein binding (% unbound) 4.430 % High 1
fcs-ppb Fetal calf serum protein binding (% unbound) 8.770 % High 1
herg hERG pIC50 5.001 pIC50 High 1
hh-clint Human hepatocyte intrinsic clearance 22.699 uL/min/10^6 cells High 1
hlm-clint Human liver microsomal intrinsic clearance 199.526 uL/min/mg protein High 1
hppb Human plasma protein binding (% unbound) 4.190 % High 1
kinase-safety-class ACVR2B,AXL,BRAF,CAMK2D,CDK5,CDK9,EIF2AK3,ERBB2,GRK2,ITK,MAPK7,PDK1,PDK2,PIK3CB,PRKDC 15
kinase-selectivity-class GRK2,PDK1 2
mdck-mdr1-bcrp-efflux MDCK-MDR1-BCRP efflux ratio 4.742 High 1
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 19.907 High 1
mh-clint Mouse hepatocyte intrinsic clearance 95.499 High 1
mppb Mouse plasma protein binding (% unbound) 3.680 High 1
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 58.884 High 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 9.900 % High 1
rat-kpuu-brain Rat brain Kpuu 0.015 % High 1
rh-clint Rat hepatocyte intrinsic clearance 77.446 uL/min/10^6 cells High 1
rh-fuinc Rat hepatocyte fraction unbound in incubation 24.530 % High 1
rppb Rat plasma protein binding (% unbound) 3.770 % High 1
solubility-dd Solubility at pH 7.4 in DMSO 4.150 uM High 1

Approvals:

DateAgencyCompanyOrphan
April 4, 1997 FDA VIIV HLTHCARE

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC J05AG02 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIVIRALS FOR SYSTEMIC USE
DIRECT ACTING ANTIVIRALS
Non-nucleoside reverse transcriptase inhibitors
FDA MoA N0000009948 Non-Nucleoside Reverse Transcriptase Inhibitors
FDA EXT N0000175460 Non-Nucleoside Analog
FDA EPC N0000175463 Human Immunodeficiency Virus 1 Non-Nucleoside Analog Reverse Transcriptase Inhibitor
CHEBI has role CHEBI:36044 antiviral drug
CHEBI has role CHEBI:53756 HIV-1 reverse transcriptase inhibitor
CHEBI has role CHEBI:64946 anti-HIV agent
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000998 Antiviral Agents
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D018894 Reverse Transcriptase Inhibitors
MeSH PA D019380 Anti-HIV Agents
MeSH PA D019384 Nucleic Acid Synthesis Inhibitors
CHEBI has role CHEBI:22587 antiviral agent

Related Drugs by ATC class:

J05AG Non-nucleoside reverse transcriptase inhibitors 5 drugs
doravirineefavirenzetravirinenevirapinerilpivirine

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

DiseaseRelationSNOMED_IDDOID
Human immunodeficiency virus infection indication 86406008 DOID:526
Achlorhydria contraindication 47481007
Disease of liver contraindication 235856003 DOID:409
Breastfeeding (mother) contraindication 413712001




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 7.46 acidic
pKa2 11.02 acidic
pKa3 6.04 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
ATP-binding cassette sub-family G member 2 Transporter IC50 4.73 CHEMBL
Histamine H4 receptor GPCR Ki 5.28 WOMBAT-PK
Malate dehydrogenase cytoplasmic Enzyme IC50 4.07 CHEMBL
Reverse transcriptase/RNaseH Enzyme INHIBITOR IC50 8.10 CHEMBL CHEMBL
Beta-lactamase Enzyme IC50 4.05 CHEMBL
Gag-Pol polyprotein Polyprotein IC50 6.50 WOMBAT-PK
Pol polyprotein Enzyme IC50 8.89 CHEMBL
Reverse transcriptase Enzyme IC50 5.92 CHEMBL

External reference:

IDSource
4024051 VUID
N0000022056 NUI
D00895 KEGG_DRUG
147221-93-0 SECONDARY_CAS_RN
142152 RXNORM
4021011 VANDF
4024051 VANDF
C0288165 UMLSCUI
CHEBI:119573 CHEBI
SPP PDB_CHEM_ID
CHEMBL593 ChEMBL_ID
CHEMBL929 ChEMBL_ID
D020008 MESH_DESCRIPTOR_UI
DB00705 DRUGBANK_ID
12674 IUPHAR_LIGAND_ID
7234 INN_ID
DOL5F9JD3E UNII
5625 PUBCHEM_CID
4541 MMSL
8480 MMSL
9816 MMSL
d04119 MMSL
006463 NDDF
006464 NDDF
108710001 SNOMEDCT_US
386155009 SNOMEDCT_US
412169002 SNOMEDCT_US

Pharmaceutical products:

None