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Compound Detail

CHEMBL365597

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NCCC(=O)N[C@H](Cc1ccc(Cl)cc1Cl)C(=O)N1CCN(c2ccccc2CNCCc2cccs2)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL365597
Phase Preclinical
Structure Type MOL
InChI Key KKBPPVVSQKSKNV-AREMUKBSSA-N
4
Targets
9
Activities
2
Assay Types
7
PK Parameters
11
Publications
0
Known Names

Molecular Properties

588.6
MW (Da)
4.11
ALogP
6
HBA
3
HBD
90.7
PSA (Ų)
0.28
QED
1
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C29H35Cl2N5O2S
MW 588.61
Aromatic Rings 3
Heavy Atoms 39
NP-Likeness -1.60

Activity Summary

Ki 8 meas. best 8.74
Kd 1 meas. best 7.9

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Melanocortin receptor 4
CHEMBL259
 Ki 8.74 8.74 1.8 4
Melanocortin receptor 4
CHEMBL259
 Kd 7.9 7.9 12.6 1
Melanocortin receptor 5
CHEMBL4608
 Ki 6.55 6.55 280.0 1
Melanocortin receptor 3
CHEMBL4644
 Ki 6.19 6.19 640.0 2
Melanocyte-stimulating hormone receptor
CHEMBL3795
 Ki 5.38 5.38 4200.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 51.0 ng.hr.mL-1 Rattus norvegicus
CL 23.0 mL.min-1.kg-1 Homo sapiens
CL 24.0 mL.min-1.kg-1 Rattus norvegicus
Cmax 30.58 nM Rattus norvegicus
F 1.0 % Rattus norvegicus
T1/2 4.6 hr Rattus norvegicus
Tmax 0.5 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Melanocortin receptor 4 Ki = 1.8 nM 8.74 Binding affinity for melanocortin-4 receptor transfected in HEK 293 cells using ... 15863313
Melanocortin receptor 4 Ki = 1.8 nM 8.74 Displacement of [125I]NDP-MSH from human MC4R expressed in HEK293 cells 16697187
Melanocortin receptor 4 Ki = 1.8 nM 8.74 Displacement of [125]NDP-MSH from human MC4 receptor expressed in HEK293 cells 15615531
Melanocortin receptor 4 Ki = 1.8 nM 8.74 Binding affinity to human MC4 receptor 18682322
Melanocortin receptor 4 Kd = 12.59 nM 7.9 Antagonist activity at human MC4 receptor expressed in HEK293 cells assessed as ... 15615531
Melanocortin receptor 5 Ki = 280.0 nM 6.55 Displacement of [125]NDP-MSH from human MC5 receptor expressed in HEK293 cells 15615531
Melanocortin receptor 3 Ki = 640.0 nM 6.19 Binding affinity for melanocortin-3 receptor transfected in HEK 293 cells using ... 15863313
Melanocortin receptor 3 Ki = 640.0 nM 6.19 Displacement of [125]NDP-MSH from human MC3receptor expressed in HEK293 cells 15615531
Melanocyte-stimulating hormone receptor Ki = 4200.0 nM 5.38 Displacement of [125]NDP-MSH from human MC1 receptor expressed in HEK293 cells 15615531

Literature References

PubMed DOI Target Context # Activities
15615531 10.1021/jm049278i Rattus norvegicus 10
15615531 10.1021/jm049278i Melanocortin receptor 4 3
15863313 10.1016/j.bmcl.2005.03.053 Melanocortin receptor 4 2
15863313 10.1016/j.bmcl.2005.03.053 Melanocortin receptor 3 1
16697187 10.1016/j.bmcl.2006.04.069 Melanocortin receptor 4 1
15615531 10.1021/jm049278i Liver microsomes 1
15615531 10.1021/jm049278i Melanocyte-stimulating hormone receptor 1
15615531 10.1021/jm049278i Melanocortin receptor 3 1
15615531 10.1021/jm049278i Melanocortin receptor 5 1
15615531 10.1021/jm049278i No relevant target 1
18682322 10.1016/j.bmcl.2008.07.076 Melanocortin receptor 4 1

Data from ChEMBL 36 via Core Engine