TRV023   Click here for help

GtoPdb Ligand ID: 11943

Synonyms: TRV 023 | TRV-023
Comment: TRV023 is an angiotensin II (AngII) analogue, in which the C-terminal Phe8 residue is replaced with Ala [2]. This modification attenuates Gq-mediated signalling, but has no effect of β-arrestin-dependent receptor endocytosis.
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2D Structure
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Canonical SMILES NCCCCC(C(=O)NC(C(=O)N1CCCC1C(=O)NC(C(=O)O)C)Cc1[nH]cnc1)NC(=O)C(NC(=O)C(C(C)C)NC(=O)C(NC(=O)CNC)CCCN=C(N)N)Cc1ccc(cc1)O
Isomeric SMILES CC(C)C(C(=O)NC(Cc1ccc(cc1)O)C(=O)NC(CCCCN)C(=O)NC(Cc1cnc[nH]1)C(=O)N1CCCC1C(=O)NC(C)C(=O)O)NC(=O)C(CCCN=C(N)N)NC(=O)CNC
InChI InChI=1S/C43H68N14O10/c1-24(2)35(56-37(61)29(52-34(59)22-47-4)10-7-17-49-43(45)46)40(64)54-31(19-26-12-14-28(58)15-13-26)38(62)53-30(9-5-6-16-44)36(60)55-32(20-27-21-48-23-50-27)41(65)57-18-8-11-33(57)39(63)51-25(3)42(66)67/h12-15,21,23-25,29-33,35,47,58H,5-11,16-20,22,44H2,1-4H3,(H,48,50)(H,51,63)(H,52,59)(H,53,62)(H,54,64)(H,55,60)(H,56,61)(H,66,67)(H4,45,46,49)
1. Wingler LM, Elgeti M, Hilger D, Latorraca NR, Lerch MT, Staus DP, Dror RO, Kobilka BK, Hubbell WL, Lefkowitz RJ. (2019)
Angiotensin Analogs with Divergent Bias Stabilize Distinct Receptor Conformations.
Cell, 176 (3): 468-478.e11. [PMID:30639099]
2. Wingler LM, Skiba MA, McMahon C, Staus DP, Kleinhenz ALW, Suomivuori CM, Latorraca NR, Dror RO, Lefkowitz RJ, Kruse AC. (2020)
Angiotensin and biased analogs induce structurally distinct active conformations within a GPCR.
Science, 367 (6480): 888-892. [PMID:32079768]
3. Yamashita D, Chen XT. (2013)
β-arrestin effectors and compositions and methods of use thereof.
Patent number: US8486885B2. Assignee: Trevena Inc. Priority date: 29/12/2008. Publication date: 16/07/2013.