LIH383

LIH383 is an octapeptide and highly potent and selective agonist of the atypical chemokine receptor ACKR3 (CXCR7) that was derived from the opioid peptide adrenorphin.^{[1][2][3][4][5]} ACKR3 is a novel opioid receptor which functions as a broad-spectrum trap or scavenger for endogenous opioid peptides, including enkephalins, dynorphins, and nociceptin, and thereby acts as a negative modulator of the opioid system.^[3][4] By displacing them from ACKR3 and thereby increasing their availability, LIH383 potentiates the actions of endogenous opioids, for instance their analgesic effects.^[1][3][4][6] Other ligands of ACKR3 include conolidine, CCX771, RTI-5152-12, and VUF15485.^[1][6][7]

LIH383

Clinical data
Other names	LIH-383; FGGFMRRK-NH2; L-Phenylalanylglycylglycyl-L-phenylalanyl-L-methionyl-N5-(diaminomethylene)-L-ornithyl-N5-(diaminomethylene)-L-ornithyl-L-lysine
Identifiers
IUPAC name (2S)-6-amino-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-amino-3-phenylpropanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylsulfanylbutanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]hexanamide
CAS Number	2866266-58-0
PubChem CID	168287525
ChemSpider	129306945
ChEMBL	ChEMBL5194677
Chemical and physical data
Formula	C45H72N16O8S
Molar mass	997.24 g·mol−1
3D model (JSmol)	Interactive image
SMILES CSCC[C@@H](C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CCCCN)C(=O)N)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)[C@H](CC2=CC=CC=C2)N
InChI InChI=1S/C45H72N16O8S/c1-70-23-19-34(61-43(69)35(25-29-14-6-3-7-15-29)57-37(63)27-55-36(62)26-56-39(65)30(47)24-28-12-4-2-5-13-28)42(68)60-33(18-11-22-54-45(51)52)41(67)59-32(17-10-21-53-44(49)50)40(66)58-31(38(48)64)16-8-9-20-46/h2-7,12-15,30-35H,8-11,16-27,46-47H2,1H3,(H2,48,64)(H,55,62)(H,56,65)(H,57,63)(H,58,66)(H,59,67)(H,60,68)(H,61,69)(H4,49,50,53)(H4,51,52,54)/t30-,31-,32-,33-,34-,35-/m0/s1 Key:HKVZPBVWPFDBBQ-LBBUGJAGSA-N