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Compound Detail

CHEMBL504986

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N=C(N)NCCC[C@@H]1NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](Cc2cnc[nH]2)NC(=O)c2cc([N+](=O)[O-])ccc2SC[C@@H](C(N)=O)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC1=O

Basic Information

ChEMBL ID CHEMBL504986
Phase Preclinical
Structure Type MOL
InChI Key ROTHBSFMHAHRTG-VLGXOXMCSA-N
4
Targets
14
Activities
3
Assay Types
0
PK Parameters
8
Publications
0
Known Names

Molecular Properties

894.0
MW (Da)
0.42
ALogP
11
HBA
11
HBD
338.1
PSA (Ų)
0.03
QED
3
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C42H47N13O8S
MW 893.99
Aromatic Rings 5
Heavy Atoms 64

Activity Summary

EC50 7 meas. best 8.7
IC50 4 meas. best 8.43
Ki 3 meas. best 8.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Melanocortin receptor 4
CHEMBL259
Ki 8.8 8.8 1.6 1
Melanocyte-stimulating hormone receptor
CHEMBL3795
EC50 8.7 7.3 2.0 2
Melanocortin receptor 3
CHEMBL4644
EC50 8.7 7.0 2.0 2
Melanocyte-stimulating hormone receptor
CHEMBL3795
IC50 8.43 8.43 3.7 1
Melanocortin receptor 4
CHEMBL259
EC50 7.43 6.865 37.0 2
Melanocortin receptor 3
CHEMBL4644
IC50 7.4 7.4 40.0 1
Melanocortin receptor 5
CHEMBL4608
EC50 7.36 7.36 44.0 1
Melanocortin receptor 4
CHEMBL259
IC50 7.33 7.33 47.0 1
Melanocyte-stimulating hormone receptor
CHEMBL3795
Ki 6.9 6.9 125.9 1
Melanocortin receptor 5
CHEMBL4608
IC50 6.72 6.72 190.0 1
Melanocortin receptor 3
CHEMBL4644
Ki 6.5 6.5 316.2 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Melanocortin receptor 4 Ki = 1.585 nM 8.8 Displacement of sCy5-MT-I from human MC4R stably expressed in human HEK293 cells... 36808973
Melanocyte-stimulating hormone receptor EC50 = 2.0 nM 8.7 Agonist activity at human melanocortin 1 receptor expressed in HEK293 cells asse... 18412316
Melanocortin receptor 3 EC50 = 2.0 nM 8.7 Agonist activity at human melanocortin 3 receptor expressed in HEK293 cells asse... 18412316
Melanocyte-stimulating hormone receptor IC50 = 3.7 nM 8.43 Displacement of [125I]-[Nle4, D-Phe7]alpha-MSH from human melanocortin 1 recepto... 18412316
Melanocortin receptor 4 EC50 = 37.0 nM 7.43 Agonist activity at human melanocortin 4 receptor expressed in HEK293 cells asse... 18412316
Melanocortin receptor 3 IC50 = 40.0 nM 7.4 Displacement of [125I]-[Nle4, D-Phe7]alpha-MSH from human melanocortin 3 recepto... 18412316
Melanocortin receptor 5 EC50 = 44.0 nM 7.36 Agonist activity at human melanocortin 5 receptor expressed in HEK293 cells asse... 18412316
Melanocortin receptor 4 IC50 = 47.0 nM 7.33 Displacement of [125I]-[Nle4, D-Phe7]alpha-MSH from human melanocortin 4 recepto... 18412316
Melanocyte-stimulating hormone receptor Ki = 125.89 nM 6.9 Displacement of sCy5-MT-I from human MC1R stably expressed in human HEK293 cells... 36808973
Melanocortin receptor 5 IC50 = 190.0 nM 6.72 Displacement of [125I]-[Nle4, D-Phe7]alpha-MSH from human melanocortin 5 recepto... 18412316
Melanocortin receptor 3 Ki = 316.23 nM 6.5 Displacement of sCy5-MT-I from human MC3R stably expressed in human HEK293 cells... 36808973
Melanocortin receptor 4 EC50 = 501.19 nM 6.3 Agonist activity at human MC4R stably expressed in human Flp-In-293 cells assess... 36808973
Melanocyte-stimulating hormone receptor EC50 = 1258.93 nM 5.9 Agonist activity at human MC1R stably expressed in human Flp-In-293 cells assess... 36808973
Melanocortin receptor 3 EC50 = 5011.87 nM 5.3 Agonist activity at human MC3R stably expressed in human Flp-In-293 cells assess... 36808973

Literature References

PubMed DOI Target Context # Activities
18412316 10.1021/jm701181n Melanocyte-stimulating hormone receptor 3
18412316 10.1021/jm701181n Melanocortin receptor 3 3
18412316 10.1021/jm701181n Melanocortin receptor 4 3
18412316 10.1021/jm701181n Melanocortin receptor 5 3
36808973 10.1021/acs.jmedchem.2c01587 Melanocyte-stimulating hormone receptor 2
36808973 10.1021/acs.jmedchem.2c01587 Melanocortin receptor 3 2
36808973 10.1021/acs.jmedchem.2c01587 Melanocortin receptor 4 2
36808973 10.1021/acs.jmedchem.2c01587 Melanocortin receptor 5 2

Data from ChEMBL 36 via Core Engine