PPIRE17923

Target Protein Information
Protein_Name Melanocyte-stimulating hormone receptor
Protein_Sequence MSTQEPQKSLLGSLNSNATSHLGLATNQSEPWCLYVSIPDGLFLSLGLVSLVENVLVVIAITKNRNLHSPMYYFICCLALSDLMVSVSIVLETTIILLLEAGILVARVALVQQLDNLIDVLICGSMVSSLCFLGIIAIDRYISIFYALRYHSIVTLPRARRAVVGIWMVSIVSSTLFITYYKHTAVLLCLVTFFLAMLALMAILYAHMFTRACQHAQGIAQLHKRRRSIRQGFCLKGAATLTILLGIFFLCWGPFFLHLLLIVLCPQHPTCSCIFKNFNLFLLLIVLSSTVDPLIYAFRSQELRMTLKEVLLCSW
Organism_Source Mus musculus
Functional_Classification G protein-coupled receptor
Cellular_Localization Plasma membrane
Gene_Names Mc1r
UniProt_ID Q01727
Protein-Protein Interaction Networks
Peptide Basic Information
Peptide_Name Compound_4
Peptide_Sequence YCXfRWNAPCY
Peptide_Length 11
Peptide_SMILES C[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@H](CS)NC(=O)[C@@H](N)Cc1ccc(O)cc1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CS)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)O
Chemical_Modification X3=MIM(His)
Cyclization_Method Side chain-side chain cyclization; C2<-->C10; disulfide bond
Linear/Cyclic Cyclic
N-terminal_Modification Free
C-terminal_Modification Amide
Amino_Acid_Distribution
Peptide Physicochemical
Molecular_Weight 1379.57
Aliphatic_Index 9.09091
Aromaticity 0.36364
Average_Rotatable_Bonds 3.27273
Charge_at_pH_7 0.87233
Isoelectric_Point 8.21452
Hydrogen_Bond_Acceptors 18
Hydrogen_Bond_Donors 20
Topological_Polar_Surface_Area 506.77000
X_logP_energy -2.73463
Interaction Information
Affinity EC50=1180 nM
Affinity_Assay cAMP-based Beta-galactosidase reporter gene assay
PDB_ID None
Type Agonist
Structure
Reference Information
Document_Type Research Articles
Title Incorporation of a Bioactive Reverse-Turn Heterocycle into a Peptide Template Using Solid-Phase Synthesis To Probe Melanocortin Receptor Selectivity and Ligand Conformations by 2D 1H NMR
Release_Year 2011
PMID 21306168
DOI 10.1021/jm101425m