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Chemical structure of (Phenylac¹,D-Tyr(Me)²,Arg⁶,⁸,Lys-NH₂⁹)-Vasopressin

GA20275

(Phenylac¹,D-Tyr(Me)²,Arg⁶,⁸,Lys-NH₂⁹)-Vasopressin

Also known as (2S)-N-[(2S)-4-amino-1-[[(2S)-5-(diaminomethylideneamino)-1-[(2S)-2-[[(2S)-5-(diaminomethylideneamino)-1-[[(2S)-1,6-diamino-1-oxohexan-2-yl]amino]-1-oxopentan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxopentan-2-yl]amino]-1,4-dioxobutan-2-yl]-2-[[(2S)-2-[[(2R)-3-(4-methoxyphenyl)-2-[(2-phenylacetyl)amino]propanoyl]amino]-3-phenylpropanoyl]amino]pentanediamide

This linear AVP analog is an extremely high-affinity and selective antagonist at V-1a vasopressin receptors· Convenient derivatization of the Lys? ε-amino group with AMC or biotin leads to highly selective V-1a ligands that are, e·g·, useful for receptor localization and purification studies

ChemicalCAS148565-73-5MW1239.45FormulaC59H86N18O12
CAS number
148565-73-5
Molecular weight
1239.45
Formula
C59H86N18O12
Solubility
Soluble in DMSO
InChIKey
ARYIFIDWSDPRCG-LABPQDBOSA-N
Catalogue number
GA20275
Brand
GLPBIO
Computed properties PubChem CID 71312187 · XLogP -3.2 · TPSA 517 Ų · H-bond donors 15
XLogP
-3.2
TPSA
517 Ų
H-bond donors
15
H-bond acceptors
15
Rotatable bonds
39
Heavy atoms
89

SMILES COC1=CC=C(C=C1)C[C@H](C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CCCCN)C(=O)N)NC(=O)CC4=CC=CC=C4

Computed descriptors from PubChem (CID 71312187), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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