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Chemical structure of C5a Inhibitory Sequence

GA21237

C5a Inhibitory Sequence

Also known as (2S)-2-[[(2R)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-6-amino-2-[[(2S)-2-amino-3-phenylpropanoyl]amino]hexanoyl]amino]propanoyl]amino]-3-cyclohexylpropanoyl]amino]-3-cyclohexylpropanoyl]amino]-4-methylpentanoyl]amino]propanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid

The C5a-related octapeptide Phe-Lys-Ala-Cha-Cha-Leu-D-Ala-Arg possesses a high binding affinity for polymorphonuclear leukocyte membranes (Ki = 0·09 µM)· It has therefore been used as a leading analog for the development of specific C5a antagonists, which are of considerable therapeutic interest for the treatment of inflammatory disorders and tissue damage

ChemicalCAS133214-60-5MW1011.32FormulaC51H86N12O9
CAS number
133214-60-5
Molecular weight
1011.32
Formula
C51H86N12O9
Solubility
Soluble in DMSO
InChIKey
XKNJKFNVOQXGSP-NJVWAKBPSA-N
Catalogue number
GA21237
Brand
GLPBIO
Computed properties PubChem CID 102602415 · XLogP 2.2 · TPSA 357 Ų · H-bond donors 12
XLogP
2.2
TPSA
357 Ų
H-bond donors
12
H-bond acceptors
12
Rotatable bonds
31
Heavy atoms
72

SMILES C[C@@H](C(=O)N[C@@H](CC1CCCCC1)C(=O)N[C@@H](CC2CCCCC2)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C)C(=O)N[C@@H](CCCN=C(N)N)C(=O)O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC3=CC=CC=C3)N

Computed descriptors from PubChem (CID 102602415), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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