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

Stem definitionDrug idCAS RN
melanocortin receptor agonists; peptides and glycopeptides 5329 189691-06-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • bremelanotide
  • bremelanotide acetate
  • vyleesi
  • PT-141
Bremelanotide is a melanocortin receptor (MCR) agonist that nonselectively activates several receptor subtypes with the following order of potency: MC1R, MC4R, MC3R, MC5R, MC2R. The mechanism by which VYLEESI improves HSDD in women is unknown. The MC1R is expressed on melanocytes; binding at this receptor leads to melanin expression and increased pigmentation
  • Molecular weight: 1025.18
  • Formula: C50H68N14O10
  • CLOGP: -1.79
  • LIPINSKI: 3
  • HAC: 24
  • HDO: 13
  • TPSA: 378.97
  • ALOGS: -4.73
  • ROTB: 17

  • Status: OFP

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

Drug dosage:

None

ADMET properties:

None

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 -0.585 High 0.80
caco2-efflux Caco-2 efflux ratio (BA/AB) 0.611 High 0.80
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 0.342 10^-6 cm/s High 0.80
dh-clint Dog hepatocyte intrinsic clearance 1.303 uL/min/10^6 cells High 0.80
dppb Dog plasma protein binding (% unbound) 81.330 % High 0.80
fcs-ppb Fetal calf serum protein binding (% unbound) 44.670 % High 0.80
herg hERG pIC50 4.588 pIC50 High 0.80
hh-clint Human hepatocyte intrinsic clearance 3.597 uL/min/10^6 cells High 0.80
hlm-clint Human liver microsomal intrinsic clearance 3.141 uL/min/mg protein High 0.80
hppb Human plasma protein binding (% unbound) 81.810 % High 0.80
kinase-safety-class ACVR2B,AXL,BRAF,CAMK2D,CDK5,CDK9,EIF2AK3,ERBB2,GRK2,ITK,MAPK7,PDK1,PDK2,PRKDC 14
kinase-selectivity-class AXL,GRK2 2
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 1.324 High 0.80
mh-clint Mouse hepatocyte intrinsic clearance 5.117 High 0.80
mppb Mouse plasma protein binding (% unbound) 68.330 High 0.80
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 1.242 High 0.80
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pppb Pig plasma protein binding (% unbound) 69.120 % High 0.80
rh-clint Rat hepatocyte intrinsic clearance 3.508 uL/min/10^6 cells High 0.80
rh-fuinc Rat hepatocyte fraction unbound in incubation 76.480 % High 0.80
rppb Rat plasma protein binding (% unbound) 67.070 % High 0.80
solubility-dd Solubility at pH 7.4 in DMSO 883.080 uM High 0.80

Approvals:

DateAgencyCompanyOrphan
June 21, 2019 FDA AMAG PHARMS INC

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
Nausea 101.10 65.38 45 126 1110271 89518005

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 G02CX05 GENITO URINARY SYSTEM AND SEX HORMONES
OTHER GYNECOLOGICALS
OTHER GYNECOLOGICALS
Other gynecologicals
FDA EPC N0000194029 Melanocortin Receptor Agonist
FDA MoA N0000194030 Melanocortin Receptor Agonists

Related Drugs by ATC class:

G02CX Other gynecologicals 4 drugs

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

DiseaseRelationSNOMED_IDDOID
Lack or loss of sexual desire indication 270903007 DOID:13868
Hypertensive disorder contraindication 38341003 DOID:10763
Disorder of cardiovascular system contraindication 49601007 DOID:1287




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 3.28 acidic
pKa2 12.41 acidic
pKa3 12.76 acidic
pKa4 13.11 acidic
pKa5 13.39 acidic
pKa6 13.66 acidic
pKa7 8.36 Basic
pKa8 7.73 Basic

Orange Book patent data (new drug applications)

Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRoutePatent numberPatent expiration datePatent use
EQ 1.75MG BASE/0.3ML (EQ 1.75MG BASE/0.3 ML) VYLEESI (AUTOINJECTOR) COSETTE N210557 June 21, 2019 RX SOLUTION SUBCUTANEOUS 10286034 Nov. 5, 2033 TREATMENT OF HYPOACTIVE SEXUAL DESIRE DISORDER (HSDD)
EQ 1.75MG BASE/0.3ML (EQ 1.75MG BASE/0.3 ML) VYLEESI (AUTOINJECTOR) COSETTE N210557 June 21, 2019 RX SOLUTION SUBCUTANEOUS 9352013 Nov. 5, 2033 TREATMENT OF HYPOACTIVE SEXUAL DESIRE DISORDER (HSDD)
EQ 1.75MG BASE/0.3ML (EQ 1.75MG BASE/0.3 ML) VYLEESI (AUTOINJECTOR) COSETTE N210557 June 21, 2019 RX SOLUTION SUBCUTANEOUS 9700592 Nov. 5, 2033 TREATMENT OF HYPOACTIVE SEXUAL DESIRE DISORDER (HSDD)
EQ 1.75MG BASE/0.3ML (EQ 1.75MG BASE/0.3 ML) VYLEESI (AUTOINJECTOR) COSETTE N210557 June 21, 2019 RX SOLUTION SUBCUTANEOUS 11590209 April 29, 2041 TREATING ACQUIRED, GENERALIZED HYPOACTIVE SEXUAL DESIRE DISORDER (HSDD) IN A PREMENOPAUSAL FEMALE PATIENT WITH CONTROLLED HYPERTENSION BY INJECTING BREMELANOTIDE MORE THAN ONCE WITH AT LEAST 24 HOURS BETWEEN DOSES AND NO MORE THAN 8 DOSES PER MONTH

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Melanocortin receptor 4 GPCR AGONIST Kd 8 SCIENTIFIC LITERATURE SCIENTIFIC LITERATURE
Melanocortin receptor 5 GPCR AGONIST Ki 7.77 CHEMBL
Melanocortin receptor 3 GPCR AGONIST EC50 8.62 CHEMBL
Melanocyte-stimulating hormone receptor GPCR AGONIST EC50 10.02 CHEMBL
Adrenocorticotropic hormone receptor GPCR AGONIST DRUG LABEL

External reference:

IDSource
6Y24O4F92S UNII
1607799-13-2 SECONDARY_CAS_RN
4038620 VANDF
C1721339 UMLSCUI
CHEMBL2070241 ChEMBL_ID
9941379 PUBCHEM_CID
DB11653 DRUGBANK_ID
CHEMBL4297533 ChEMBL_ID
D06569 KEGG_DRUG
8737 INN_ID
C476721 MESH_SUPPLEMENTAL_RECORD_UI
10408 IUPHAR_LIGAND_ID
427418003 SNOMEDCT_US
788500001 SNOMEDCT_US
CHEBI:757011 CHEBI
37138 MMSL
d09322 MMSL
018059 NDDF
018060 NDDF
2176311 RXNORM
6Y24O4F92S INXIGHT DRUGS

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Vyleesi HUMAN PRESCRIPTION DRUG LABEL 1 0713-0897 INJECTION 1.75 mg SUBCUTANEOUS NDA 27 sections