CHEBI:144869 - PMX-205

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ChEBI Name PMX-205
ChEBI ID CHEBI:144869
Definition A homodetic cyclic peptide resulting from the formal condensation of the carboxy group of N2-(3-phenylpropanoyl)-L-ornithyl-L-prolyl-3-cyclohexyl-D-alanyl-L-tryptophyl-L-arginine with the 5-amino group of the N2-acylornithyl residue.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Sabrina Toro
Supplier Information
Download Molfile XML SDF
Formula C45H62N10O6
Net Charge 0
Average Mass 839.055
Monoisotopic Mass 838.48538
InChI InChI=1S/C45H62N10O6/c46-45(47)49-24-9-18-34-40(57)48-23-10-19-35(51-39(56)22-21-29-12-3-1-4-13-29)44(61)55-25-11-20-38(55)43(60)54-36(26-30-14-5-2-6-15-30)41(58)53-37(42(59)52-34)27-31-28-50-33-17-8-7-16-32(31)33/h1,3-4,7-8,12-13,16-17,28,30,34-38,50H,2,5-6,9-11,14-15,18-27H2,(H,48,57)(H,51,56)(H,52,59)(H,53,58)(H,54,60)(H4,46,47,49)/t34-,35-,36+,37-,38-/m0/s1
InChIKey VATFHFJULBPYLM-ILOBPARPSA-N
SMILES C1CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC([C@]2(N(C([C@H](C1)NC(CCC=3C=CC=CC3)=O)=O)CCC2)[H])=O)CC4CCCCC4)CC=5C=6C=CC=CC6NC5)CCCNC(N)=N
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antagonist
Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances.
C5a receptor antagonist
Any antagonist of the C5a receptor.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing PMX-205 (CHEBI:144869) has role antagonist (CHEBI:48706)
PMX-205 (CHEBI:144869) has role anti-inflammatory agent (CHEBI:67079)
PMX-205 (CHEBI:144869) has role C5a receptor antagonist (CHEBI:144895)
PMX-205 (CHEBI:144869) is a azamacrocycle (CHEBI:52898)
PMX-205 (CHEBI:144869) is a homodetic cyclic peptide (CHEBI:24613)
IUPAC Name
N-[(3R,6S,9S,15S,20aS)-9-(3-carbamimidamidopropyl)-3-(cyclohexylmethyl)-6-(1H-indol-3-ylmethyl)-1,4,7,10,16-pentaoxoicosahydropyrrolo[1,2-a][1,4,7,10,13]pentaazacyclooctadecin-15-yl]-3-phenylpropanamide
Synonyms Sources
(5→1)-lactam-N2-(1-oxo-3-phenylpropyl)-L-ornithyl-L-prolyl-3-cyclohexyl-D-alanyl-L-tryptophyl-L-arginine ChEBI
C5a receptor peptide antagonist SUBMITTER
cyclic hexapeptide complement C5a antagonist ChemIDplus
hydrocinnamate-(orn-Pro-dcha-Trp-Arg) ChemIDplus
hydrocinnamate-cyclo(ornithyl-prolyl-D-cyclohexylalanyl-tryptophyl-arginyl) ChEBI
PMX 205 ChEBI
PMX205 ChemIDplus
Registry Number Type Source
514814-49-4 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22707924 PubMed citation Europe PMC
22924972 PubMed citation Europe PMC
24859057 PubMed citation Europe PMC
28128456 PubMed citation Europe PMC
29802264 PubMed citation Europe PMC
29947338 PubMed citation Europe PMC
30403186 PubMed citation Europe PMC
Last Modified
19 September 2019