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Compound Detail

CHEMBL4099889

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CC[C@H](C)[C@@H]1NC(=O)[C@@H]2CCCN2C(=O)[C@H](Cc2c[nH]c3ccccc23)N(C)C(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](Cc2cnc[nH]2)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@@H]2CSSC[C@H](NC1=O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(=O)O)C(=O)NCC(=O)N[C@@H](CCCNC(=N)N)C(=O)N2

Basic Information

ChEMBL ID CHEMBL4099889
Phase Preclinical
Structure Type MOL
InChI Key HPVULTYLDIMYRI-RBKBAHBVSA-N
4
Targets
15
Activities
3
Assay Types
0
PK Parameters
9
Publications
0
Known Names

Molecular Properties

1729.0
MW (Da)

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C80H109N23O17S2
MW 1729.03

Activity Summary

EC50 8 meas. best 8.51
Ki 5 meas. best 6.47
IC50 2 meas. best 6.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Melanocortin receptor 4
CHEMBL259
EC50 8.51 6.9025 3.1 4
Melanocyte-stimulating hormone receptor
CHEMBL3795
EC50 7.19 7.13 64.6 2
Melanocortin receptor 3
CHEMBL4644
EC50 6.55 6.06 281.8 2
Melanocyte-stimulating hormone receptor
CHEMBL3795
Ki 6.47 6.275 338.8 2
Melanocortin receptor 4
CHEMBL259
Ki 6.21 5.575 616.6 2
Melanocortin receptor 5
CHEMBL4608
IC50 6.0 5.3 1000.0 2
Melanocortin receptor 3
CHEMBL4644
Ki 4.27 4.27 53703.2 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Melanocortin receptor 4 EC50 = 3.09 nM 8.51 Agonist activity at human melanocortin receptor 4 expressed in human T-REx-293 c... 34197114
Melanocortin receptor 4 EC50 = 46.77 nM 7.33 Agonist activity at human melanocortin receptor 4 expressed in human T-REx-293 c... 34197114
Melanocyte-stimulating hormone receptor EC50 = 64.57 nM 7.19 Agonist activity at human melanocortin receptor 1 expressed in human T-Rex-293 c... 34197114
Melanocyte-stimulating hormone receptor EC50 = 85.11 nM 7.07 Agonist activity at human MC1R expressed in low doxycyclin-treated HEK293 cell m... 29605997
Melanocortin receptor 3 EC50 = 281.84 nM 6.55 Agonist activity at human melanocortin receptor 3 expressed in human T-REx-293 c... 34197114
Melanocyte-stimulating hormone receptor Ki = 338.84 nM 6.47 Displacement of [125I]-NDP-alpha-MSH from human MC1R expressed in HEK2936E cell ... 34197114
Melanocortin receptor 4 EC50 = 467.74 nM 6.33 Agonist activity at human MC4R expressed in high doxycyclin-treated HEK293 cell ... 29605997
Melanocortin receptor 4 Ki = 616.6 nM 6.21 Displacement of [125I]-NDP-alpha-MSH from human MC4R expressed in HEK2936E cell ... 34197114
Melanocyte-stimulating hormone receptor Ki = 831.76 nM 6.08 Displacement of [125I]-NDP-alpha-MSH from human MC1R LBD expressed in HEK293 cel... 29605997
Melanocortin receptor 5 IC50 = 1000.0 nM 6.0 Displacement of [125I]-NDP-alpha-MSH from human MC5R expressed in HEK2936E cell ... 34197114
Melanocortin receptor 3 EC50 = 2691.53 nM 5.57 Agonist activity at human MC3R expressed in low doxycyclin-treated HEK293 cell m... 29605997
Melanocortin receptor 4 EC50 = 3630.78 nM 5.44 Agonist activity at human MC4R expressed in low doxycyclin-treated HEK293 cell m... 29605997
Melanocortin receptor 4 Ki = 11481.54 nM 4.94 Displacement of [125I]-NDP-alpha-MSH from human MC4R LBD expressed in HEK293 cel... 29605997
Melanocortin receptor 5 IC50 = 25118.86 nM 4.6 Displacement of [125I]-NDP-alpha-MSH from human MC5R LBD expressed in HEK293 cel... 29605997
Melanocortin receptor 3 Ki = 53703.18 nM 4.27 Displacement of [125I]-NDP-alpha-MSH from human MC3R LBD expressed in HEK293 cel... 29605997

Literature References

PubMed DOI Target Context # Activities
29605997 10.1021/acs.jmedchem.8b00170 Melanocortin receptor 4 6
29605997 10.1021/acs.jmedchem.8b00170 Melanocyte-stimulating hormone receptor 4
29605997 10.1021/acs.jmedchem.8b00170 Melanocortin receptor 3 4
34197114 10.1021/acs.jmedchem.1c00095 Melanocortin receptor 4 3
29605997 10.1021/acs.jmedchem.8b00170 Melanocortin receptor 5 2
34197114 10.1021/acs.jmedchem.1c00095 Melanocyte-stimulating hormone receptor 2
34197114 10.1021/acs.jmedchem.1c00095 Melanocortin receptor 3 2
29605997 10.1021/acs.jmedchem.8b00170 No relevant target 1
34197114 10.1021/acs.jmedchem.1c00095 Melanocortin receptor 5 1

Data from ChEMBL 36 via Core Engine