CHEBI:145536 - motixafortide

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ChEBI Name motixafortide
ChEBI ID CHEBI:145536
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C97H144FN33O19S2
Net Charge 0
Average Mass 2159.550
Monoisotopic Mass 2158.07417
InChI InChI=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
InChIKey JJVZSYKFCOBILL-KZGZZEQFSA-N
SMILES [H][C@@]12CCCN1C(=O)[C@@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(N)=O)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@H](CCCNC(N)=O)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC2=O)C(=O)N[C@@H](CCCNC(N)=N)C(N)=O)NC(=O)[C@H](CC1=CC2=C(C=CC=C2)C=C1)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCCNC(N)=N)NC(=O)C1=CC=C(F)C=C1
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): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
C-X-C chemokine receptor type 4 antagonist
An antogonist that blocks C-X-C chemokine receptor type 4 (CXCR-4).
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
motixafortida WHO MedNet
motixafortide WHO MedNet
motixafortide WHO MedNet
motixafortidum WHO MedNet
Synonyms Sources
4F-benzoyl-TN14003 ChemIDplus
BKT 140 ChemIDplus
BKT-140 ChEBI
BKT140 ChEBI
BL 8040 ChEBI
BL-8040 ChemIDplus
BL8040 ChEBI
TF 14016 ChemIDplus
TF-14016 ChEBI
TF14016 ChEBI
TN-14003 ChEBI
Manual Xrefs Databases
D12281 KEGG DRUG
DB14939 DrugBank
Motixafortide Wikipedia
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Registry Number Type Source
664334-36-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
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Last Modified
16 April 2024