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Compound Detail

CHEMBL2070241

BREMELANOTIDE
💊 Approved Drug
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💊 Approved Drug
CCCC[C@H](NC(C)=O)C(=O)N[C@H]1CC(=O)NCCCC[C@@H](C(=O)O)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](Cc2c[nH]cn2)NC1=O

Basic Information

ChEMBL ID CHEMBL2070241
Name BREMELANOTIDE
Phase Approved
Structure Type BOTH
InChI Key FFHBJDQSGDNCIV-MFVUMRCOSA-N
Therapeutic ✓ Yes

Known Names

Bremelanotida Bremelanotide PT-141 PT-141 FREE BASE
4
Targets
28
Activities
3
Assay Types
1
PK Parameters
20
Publications
4
Known Names
3
Indications
1
Mechanisms

Molecular Properties

1025.2
MW (Da)

Drug Information

Molecule Type Protein
First Approval 2019
Availability Prescription
Chirality Single Enantiomer

Routes of Administration

Parenteral

Flags

Natural Product First in Class
USAN Stem -tide
USAN Year 2005

Extended Properties

Molecular Formula C50H68N14O10
MW 1025.18

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Melanocortin receptor 4 agonist AGONIST Melanocortin receptor 4

Indications

Sexual Dysfunction, Physiological Kidney Diseases Nausea

ATC Classification

G02CX05
bremelanotide
Level 1: GENITO URINARY SYSTEM AND SEX HORMONES
Level 2: OTHER GYNECOLOGICALS

Activity Summary

Ki 13 meas. best 9.6
EC50 12 meas. best 10.11
IC50 3 meas. best 6.71

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Melanocyte-stimulating hormone receptor
CHEMBL3795
EC50 10.11 10.08 0.1 3
Melanocortin receptor 4
CHEMBL259
EC50 9.92 9.2167 0.1 6
Melanocortin receptor 4
CHEMBL259
Ki 9.6 8.1425 0.2 4
Melanocortin receptor 3
CHEMBL4644
EC50 9.17 8.9867 0.7 3
Melanocyte-stimulating hormone receptor
CHEMBL3795
Ki 8.72 8.5875 1.9 4
Melanocortin receptor 5
CHEMBL4608
Ki 7.77 7.77 17.0 1
Melanocortin receptor 3
CHEMBL4644
Ki 7.28 6.85 53.0 4
Melanocortin receptor 5
CHEMBL4608
IC50 6.71 6.7033 195.0 3

Pharmacokinetic Data

Parameter Value Units Species
T1/2 2.0 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Melanocyte-stimulating hormone receptor EC50 = 0.07762 nM 10.11 Agonist activity at human MC1R expressed in HEK2936E cells assessed as cAMP prod... 36167503
Melanocyte-stimulating hormone receptor EC50 = 0.07762 nM 10.11 Agonist activity at human melanocortin receptor 1 expressed in human T-Rex-293 c... 34197114
Melanocyte-stimulating hormone receptor EC50 = 0.0955 nM 10.02 Agonist activity at human MC1R expressed in low doxycyclin-treated HEK293 cell m... 29605997
Melanocortin receptor 4 EC50 = 0.1202 nM 9.92 Agonist activity at human melanocortin receptor 4 expressed in human T-REx-293 c... 34197114
Melanocortin receptor 4 EC50 = 0.2 nM 9.7 Agonist activity at human recombinant MC4 receptor expressed in BHK570 cells ass... 22335602
Melanocortin receptor 4 EC50 = 0.2455 nM 9.61 Agonist activity at human MC4R expressed in high doxycyclin-treated HEK293 cell ... 29605997
Melanocortin receptor 4 Ki = 0.25 nM 9.6 Displacement of [125I]-NAD-alpha-MSH from MC4 receptor after 2 hrs by gamma coun... 22335602
Melanocortin receptor 3 EC50 = 0.6761 nM 9.17 Agonist activity at human melanocortin receptor 3 expressed in human T-REx-293 c... 34197114
Melanocortin receptor 3 EC50 = 0.6761 nM 9.17 Agonist activity at human MC3R expressed in HEK2936E cells assessed as cAMP prod... 36167503
Melanocortin receptor 4 EC50 = 1.445 nM 8.84 Agonist activity at human melanocortin receptor 4 expressed in human T-REx-293 c... 34197114
Melanocortin receptor 4 EC50 = 1.445 nM 8.84 Antagonist activity at human MC4R expressed in HEK2936E cells assessed as cAMP p... 36167503
Melanocyte-stimulating hormone receptor Ki = 1.905 nM 8.72 Displacement of [125I]-NDP-alpha-MSH from human MC1R LBD expressed in HEK293 cel... 29605997
Melanocyte-stimulating hormone receptor Ki = 1.905 nM 8.72 Displacement of [125I]-NDP-alpha-MSH from human MC1R expressed in HEK2936E cell ... 34197114
Melanocyte-stimulating hormone receptor Ki = 1.905 nM 8.72 Displacement of [125I]-NDP-alpha-MSH from human MC1R expressed in HEK2936E cell ... 36167503
Melanocortin receptor 3 EC50 = 2.399 nM 8.62 Agonist activity at human MC3R expressed in low doxycyclin-treated HEK293 cell m... 29605997
Melanocortin receptor 4 EC50 = 4.074 nM 8.39 Agonist activity at human MC4R expressed in low doxycyclin-treated HEK293 cell m... 29605997
Melanocyte-stimulating hormone receptor Ki = 6.4 nM 8.19 Displacement of [125I]-NAD-alpha-MSH from human recombinant MC1 receptor express... 22335602
Melanocortin receptor 5 Ki = 17.0 nM 7.77 Displacement of [125I]-NAD-alpha-MSH from human recombinant MC3 receptor human M... 22335602
Melanocortin receptor 4 Ki = 19.95 nM 7.7 Displacement of [125I]-NDP-alpha-MSH from human MC4R expressed in HEK2936E cell ... 36167503
Melanocortin receptor 4 Ki = 21.88 nM 7.66 Displacement of [125I]-NDP-alpha-MSH from human MC4R expressed in HEK2936E cell ... 34197114

Literature References

PubMed DOI Target Context # Activities
36167503 10.1021/acs.jmedchem.2c00793 Unchecked 4
22335602 10.1021/jm201489a Rattus norvegicus 3
34197114 10.1021/acs.jmedchem.1c00095 Melanocortin receptor 4 3
29605997 10.1021/acs.jmedchem.8b00170 Melanocortin receptor 4 3
29605997 10.1021/acs.jmedchem.8b00170 Melanocortin receptor 3 2
36167503 10.1021/acs.jmedchem.2c00793 Melanocortin receptor 3 2
36167503 10.1021/acs.jmedchem.2c00793 Melanocyte-stimulating hormone receptor 2
36167503 10.1021/acs.jmedchem.2c00793 Melanocortin receptor 4 2
34197114 10.1021/acs.jmedchem.1c00095 Melanocortin receptor 3 2
34197114 10.1021/acs.jmedchem.1c00095 Melanocyte-stimulating hormone receptor 2
- 10.6019/CHEMBL4808148 Histone deacetylase 6 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
29605997 10.1021/acs.jmedchem.8b00170 Melanocyte-stimulating hormone receptor 2
22335602 10.1021/jm201489a Melanocortin receptor 4 2
- 10.21203/rs.3.rs-23951/v1 SARS-CoV-2 1
22335602 10.1021/jm201489a Melanocyte-stimulating hormone receptor 1
29605997 10.1021/acs.jmedchem.8b00170 Melanocortin receptor 5 1
- 10.6019/CHEMBL3301361 ADMET 1
22335602 10.1021/jm201489a Homo sapiens 1
22335602 10.1021/jm201489a Melanocortin receptor 5 1

Data from ChEMBL 36 via Core Engine