afamelanotide


SMILES CCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)NCC(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N)C(C)C)CCCCN)Cc1c[nH]c2c1cccc2)CCCNC(=N)N)Cc1ccccc1)Cc1[nH]cnc1)CCC(=O)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)CO)Cc1ccc(cc1)O)CO
InChIKey UAHFGYDRQSXQEB-LEBBXHLNSA-N
Sequence SYSXEHFRWGKPV

Chemical properties

Hydrogen bond acceptors 21
Hydrogen bond donors 23
Rotatable bonds 50
Molecular weight (Da) 1645.8

Drug properties

Molecular type Peptide
Physiological/Surrogate Surrogate
Approved drug Yes

Database connections

Structure pdb 7F4F 7F4H 7F54 7PIV

Bioactivities

Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
MC3 MC3R Human Melanocortin A pKi 8.9 8.9 8.9 Guide to Pharmacology
MC4 MC4R Human Melanocortin A pKi 8.5 8.65 8.8 Guide to Pharmacology
MC1 MSHR Human Melanocortin A pKi 8.74 9.46 10.34 ChEMBL
MC5 MC5R Human Melanocortin A pKi 8.0 8.66 9.32 ChEMBL
MC3 MC3R Human Melanocortin A pKi 9.11 9.14 9.17 ChEMBL
MC4 MC4R Human Melanocortin A pKi 7.72 9.08 9.85 ChEMBL
MC4 MC4R Human Melanocortin A pKi 8.06 8.06 8.06 Drug Central
MC3 MC3R Human Melanocortin A pKi 8.05 8.05 8.05 Drug Central
Receptor Activity Source
GTP Uniprot Species Family Class Type Min Avg Max Database
MC1 MSHR Human Melanocortin A pIC50 10.0 10.0 10.0 Guide to Pharmacology
MC5 MC5R Human Melanocortin A pIC50 9.0 9.0 9.0 Guide to Pharmacology
MC5 MC5R Mouse Melanocortin A pIC50 6.85 6.85 6.85 ChEMBL
MC5 MC5R Mouse Melanocortin A pEC50 6.77 9.7 10.52 ChEMBL
MC1 MSHR Mouse Melanocortin A pIC50 9.51 9.52 9.54 ChEMBL
MC1 MSHR Mouse Melanocortin A pEC50 7.92 10.42 11.0 ChEMBL
MC4 MC4R Mouse Melanocortin A pIC50 8.38 8.74 8.96 ChEMBL
MC4 MC4R Mouse Melanocortin A pEC50 6.92 9.41 10.01 ChEMBL
MC1 MSHR Human Melanocortin A pIC50 9.29 9.29 9.29 ChEMBL
MC1 MSHR Human Melanocortin A pEC50 9.3 9.95 10.64 ChEMBL
MC5 MC5R Human Melanocortin A pIC50 8.66 8.9 9.07 ChEMBL
MC5 MC5R Human Melanocortin A pEC50 8.96 9.21 9.64 ChEMBL
MC3 MC3R Human Melanocortin A pEC50 8.17 9.15 9.89 ChEMBL
MC3 MC3R Human Melanocortin A pIC50 8.42 8.63 8.93 ChEMBL
MC4 MC4R Human Melanocortin A pEC50 8.05 9.27 10.77 ChEMBL
MC4 MC4R Human Melanocortin A pIC50 7.85 9.04 9.82 ChEMBL
MC4 MC4R Mouse Melanocortin A pEC50 8.0 8.0 8.0 Drug Central
MC1 MSHR Mouse Melanocortin A pEC50 7.96 7.96 7.96 Drug Central
MC5 MC5R Mouse Melanocortin A pEC50 7.99 7.99 7.99 Drug Central
MC1 MSHR Human Melanocortin A pIC50 8.0 8.0 8.0 Drug Central
MC5 MC5R Human Melanocortin A pIC50 8.05 8.05 8.05 Drug Central
MC3 MC3R Mouse Melanocortin A pEC50 7.99 7.99 7.99 Drug Central
MC3 MC3R Rat Melanocortin A pEC50 10.0 10.0 10.0 ChEMBL