CHEBI:229659 - zilucoplan

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ChEBI Name zilucoplan
ChEBI ID CHEBI:229659
Definition A 15 amino-acid, synthetic macrocyclic peptide with formula C172H278N24O55. Its sodium salt is used for the treatment of generalised myasthenia gravis (a disease that leads to muscle weakness and tiredness) in adults whose immune system produces antibodies against acetylcholine receptors.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C172H278N24O55
Net Charge 0
Average Mass 3562.229
Monoisotopic Mass 3559.96944
InChI InChI=1S/C172H278N24O55/c1-9-10-11-12-13-14-15-16-17-18-19-20-27-44-146(202)182-136(170(226)227)53-56-144(200)177-64-67-229-69-71-231-73-75-233-77-79-235-81-83-237-85-87-239-89-91-241-93-95-243-97-99-245-101-103-247-105-107-249-109-111-251-113-112-250-110-108-248-106-104-246-102-100-244-98-96-242-94-92-240-90-88-238-86-84-236-82-80-234-78-76-232-74-72-230-70-68-228-66-59-145(201)175-60-31-29-41-135(169(224)225)186-165(220)152(126-37-25-22-26-38-126)193-162(217)142-43-34-65-196(142)168(223)140(116-125-47-51-129(199)52-48-125)190-157(212)133(54-57-148(204)205)184-161(216)139(117-127-120-180-154-130(127)39-32-62-178-154)188-159(214)138(115-124-45-49-128(198)50-46-124)189-166(221)153(172(5,6)7)194-163(218)143(119-150(208)209)195(8)167(222)141-118-147(203)176-61-30-28-40-131(181-122(4)197)158(213)192-151(121(2)3)164(219)185-134(55-58-149(206)207)156(211)183-132(42-33-63-179-171(173)174)155(210)187-137(160(215)191-141)114-123-35-23-21-24-36-123/h21,23-24,32,35-36,39,45-52,62,120-121,126,131-143,151-153,198-199H,9-20,22,25-31,33-34,37-38,40-44,53-61,63-119H2,1-8H3,(H,175,201)(H,176,203)(H,177,200)(H,178,180)(H,181,197)(H,182,202)(H,183,211)(H,184,216)(H,185,219)(H,186,220)(H,187,210)(H,188,214)(H,189,221)(H,190,212)(H,191,215)(H,192,213)(H,193,217)(H,194,218)(H,204,205)(H,206,207)(H,208,209)(H,224,225)(H,226,227)(H4,173,174,179)/t131-,132-,133-,134-,135-,136-,137-,138-,139-,140-,141-,142-,143-,151-,152-,153+/m0/s1
InChIKey JDXCOXKBIGBZSK-PSNKNOTQSA-N
SMILES CCCCCCCCCCCCCCCC(=O)N[C@@H](CCC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)NCCCC[C@H](NC(=O)[C@@H](NC(=O)[C@@H]1CCCN1C(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC1=CNC2=C1C=CC=N2)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)N(C)C(=O)[C@@H]1CC(=O)NCCCC[C@H](NC(C)=O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N1)C(C)(C)C)C1CCCCC1)C(O)=O)C(O)=O
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): complement component 5 inhibitor
Any inhibitor of complement component 5.
immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
Application(s): immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing zilucoplan (CHEBI:229659) has role complement component 5 inhibitor (CHEBI:229668)
zilucoplan (CHEBI:229659) has role immunosuppressive agent (CHEBI:35705)
zilucoplan (CHEBI:229659) is a homodetic cyclic peptide (CHEBI:24613)
zilucoplan (CHEBI:229659) is a macrocycle (CHEBI:51026)
zilucoplan (CHEBI:229659) is a polyether (CHEBI:46774)
zilucoplan (CHEBI:229659) is conjugate acid of zilucoplan(4−) (CHEBI:229671)
Incoming zilucoplan(4−) (CHEBI:229671) is conjugate base of zilucoplan (CHEBI:229659)
IUPAC Name
N-{[(2S,5S,8S,11S,14S,22S)-22-acetamido-11-benzyl-8-(3-carbamimidamidopropyl)-5-(2-carboxyethyl)-3,6,9,12,16,23-hexaoxo-2-(propan-2-yl)-1,4,7,10,13,17-hexaazacyclotricosan-14-yl]carbonyl}-N-methyl-L-α-aspartyl-3-methyl-L-valyl-L-tyrosyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-L-alanyl-L-α-glutamyl-L-tyrosyl-N-{(1S,4S)-4-carboxy-1-cyclohexyl-84-[(N-hexadecanoyl-L-γ-glutamyl)amino]-2,10-dioxo-13,16,19,22,25,28,31,34,37,40,43,46,49,52,55,58,61,64,67,70,73,76,79,82-tetracosaoxa-3,9-diazatetraoctacont-1-yl}-L-prolinamide
INNs Sources
zilucoplan WHO MedNet
zilucoplan WHO MedNet
zilucoplán WHO MedNet
zilucoplanum WHO MedNet
Synonyms Sources
RA 101495 ChEBI
RA-101495 ChEBI
RA101495 DrugBank
RA3193 ChEBI
Manual Xrefs Databases
D12357 KEGG DRUG
DB15636 DrugBank
Zilucoplan Wikipedia
View more database links
Registry Number Type Source
1841136-73-9 CAS Registry Number DrugBank
Citations Waiting for Citations Types Sources
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Last Modified
16 April 2024