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CHEBI:145536 - motixafortide

Default Structure
ChEBI IDCHEBI:145536
ChEBI Namemotixafortide
Stars
DefinitionA heterodetic cyclic peptide that has antineoplastic activity. It is a CXC chemokine receptor 4 (CXCR4) antagonist with an IC50 value of 0.8 nM and is currently under clinical investigation for the treatment of hematological malignancies, solid tumors, and stem cell mobilization. It was granted orphan drug designation by the FDA for the treatment of pancreatic cancer in 2019.
Last Modified16 April 2024
SubmitterAdnan
DownloadsMolfile
FormulaC97H144FN33O19S2
Net Charge0
Average Mass2159.563
Monoisotopic Mass2158.07417
SMILES[H][C@@]12CCCN1C(=O)[C@@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(N)=O)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc3ccccc3c1)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CCCNC(=N)N)NC(=O)c1ccc(F)cc1)CSSC[C@@H](C(=O)N[C@@H](CCCNC(=N)N)C(N)=O)NC(=O)[C@H](CCCNC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](Cc1ccc(O)cc1)NC2=O
InChIInChI=1S/C97H144FN33O19S2/c98-60-33-31-58(32-34-60)78(135)119-65(19-8-42-113-93(104)105)79(136)121-68(21-10-44-115-95(108)109)83(140)126-73(51-56-25-30-57-14-1-2-15-59(57)48-56)87(144)130-75-53-152-151-52-74(88(145)118-63(77(101)134)18-7-41-112-92(102)103)129-84(141)69(23-12-46-117-97(111)150)122-81(138)66(20-9-43-114-94(106)107)124-86(143)72(50-55-28-37-62(133)38-29-55)128-90(147)76-24-13-47-131(76)91(148)70(17-4-6-40-100)125-82(139)64(16-3-5-39-99)120-80(137)67(22-11-45-116-96(110)149)123-85(142)71(127-89(75)146)49-54-26-35-61(132)36-27-54/h1-2,14-15,25-38,48,63-76,132-133H,3-13,16-24,39-47,49-53,99-100H2,(H2,101,134)(H,118,145)(H,119,135)(H,120,137)(H,121,136)(H,122,138)(H,123,142)(H,124,143)(H,125,139)(H,126,140)(H,127,146)(H,128,147)(H,129,141)(H,130,144)(H4,102,103,112)(H4,104,105,113)(H4,106,107,114)(H4,108,109,115)(H3,110,116,149)(H3,111,117,150)/t63-,64-,65-,66-,67-,68-,69-,70+,71-,72-,73-,74-,75-,76-/m0/s1
InChIKeyJJVZSYKFCOBILL-KZGZZEQFSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
C-X-C chemokine receptor type 4 antagonist  An antogonist that blocks C-X-C chemokine receptor type 4 (CXCR-4).
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
motixafortide (CHEBI:145536) has role antineoplastic agent (CHEBI:35610)
motixafortide (CHEBI:145536) has role apoptosis inducer (CHEBI:68495)
motixafortide (CHEBI:145536) has role C-X-C chemokine receptor type 4 antagonist (CHEBI:145438)
motixafortide (CHEBI:145536) is a heterodetic cyclic peptide (CHEBI:24533)
Incoming Relation(s)
motixafortide acetate (CHEBI:229224) has part motixafortide (CHEBI:145536)
IUPAC Name 
(3S,6S,9S,12R,17R,20S,23S,26S,29R,34aS)-26,29-bis(4-aminobutyl)-N-[(2S)-1-amino-5-carbamimidamido-1-oxopentan-2-yl]-17-{[(2S)-2-{[(2S)-5-carbamimidamido-2-{[(2S)-5-carbamimidamido-2-(4-fluorobenzamido)pentanoyl]amino}pentanoyl]amino}-3-(naphthalen-2-yl)propanoyl]amino}-6-(3-carbamimidamidopropyl)-9,23-bis[3-(carbamoylamino)propyl]-3,20-bis(4-hydroxybenzyl)-1,4,7,10,18,21,24,27,30-nonaoxotriacontahydro-1H,16H-pyrrolo[2,1-p][1,2,5,8,11,14,17,20,23,26,29]dithianonaazacyclodotriacontine-12-carboxamide (non-preferred name)
INNs  Source
motixafortidaWHO MedNet
motixafortideWHO MedNet
motixafortideWHO MedNet
motixafortidumWHO MedNet
Synonyms  Source
4F-benzoyl-TN14003ChemIDplus
BKT 140ChemIDplus
BKT-140ChEBI
BKT140ChEBI
BL 8040ChEBI
BL-8040ChemIDplus
Manual XrefsDatabases
D12281KEGG DRUG
DB14939DrugBank
MotixafortideWikipedia
Registry NumbersSources
CAS:664334-36-5ChemIDplus
Citations