Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Imetelstat [USAN:INN]
RN: 868169-64-6
UNII: F60NE4XB53
InChIKey: LVZYXEALRXBLJZ-ISQYCPACSA-N

Note

  • A lipid derivative of GRN163 that inhibits telomerase.

    NCI: /Imetelstat sodium/ The sodium salt of imetelstat, a synthetic lipid-conjugated, 13-mer oligonucleotide N3' P5'-thio-phosphoramidate with potential antineoplastic activity. Complementary to the template region of telomerase RNA (hTR), imetelstat acts as a competitive enzyme inhibitor that binds and blocks the active site of the enzyme (a "telomerase template antagonist"), a mechanism of action which differs from that for the antisense oligonucleotide-mediated inhibition of telomerase activity through telomerase mRNA binding. Inhibition of telomerase activity in tumor cells by imetelstat results in telomere shortening, which leads to cell cycle arrest or apoptosis. Check for active clinical trials or closed clinical trials using this agent. (NCI Thesaurus)

Molecular Formula

  • C148-H211-N68-O53-P13-S13

Molecular Weight

  • 4610.2379
 

Classification Code

  • Antineoplastic
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Imetelstat [USAN:INN]

Synonyms

  • 5'-(O-(2-Hydroxy-3-((1-oxohexadecyl)amino)propyl) hydrogen phosphorothioate)-d(3'-amino-3'-deoxy-p-thio)(T-A-G-G-G-T-T-A-G-A-C-A-A)
  • DNA, d(3'-amino-3'-deoxy-p-thio)(T-A-G-G-G-T-T-A-G-A-C-A-A), 5'-(O-(2-hydroxy-3-((1-oxohexadecyl)amino)propyl) hydrogen phosphorothioate)
  • GRN 163L
  • GRN163L
  • GRN163L peptide
  • Imetelstat
  • UNII-F60NE4XB53

Registry Numbers

CAS Registry Number

  • 868169-64-6

FDA UNII

  • F60NE4XB53

System Generated Number

  • 0868169646

Structure Descriptors

InChI

1S/C148H211N68O53P13S13/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-97(218)160-34-69(217)38-255-282(242,295)256-51-95-74(25-102(261-95)207-37-68(4)136(221)191-148(207)229)195-274(234,287)249-45-89-78(29-106(264-89)212-61-175-115-124(155)165-56-170-129(115)212)199-277(237,290)252-48-92-81(32-109(267-92)215-64-178-118-132(215)183-143(158)187-139(118)224)202-280(240,293)254-50-94-82(33-110(269-94)216-65-179-119-133(216)184-144(159)188-140(119)225)203-281(241,294)253-49-93-79(30-107(268-93)213-62-176-116-130(213)181-141(156)185-137(116)222)200-278(238,291)246-42-86-72(23-100(260-86)205-35-66(2)134(219)189-146(205)227)193-272(232,285)245-41-85-73(24-101(259-85)206-36-67(3)135(220)190-147(206)228)194-273(233,286)248-44-88-77(28-105(263-88)211-60-174-114-123(154)164-55-169-128(114)211)198-276(236,289)251-47-91-80(31-108(266-91)214-63-177-117-131(214)182-142(157)186-138(117)223)201-279(239,292)250-46-90-76(27-104(265-90)210-59-173-113-122(153)163-54-168-127(113)210)197-275(235,288)244-40-84-71(22-99(258-84)204-20-19-96(150)180-145(204)226)192-271(231,284)247-43-87-75(26-103(262-87)209-58-172-112-121(152)162-53-167-126(112)209)196-270(230,283)243-39-83-70(149)21-98(257-83)208-57-171-111-120(151)161-52-166-125(111)208/h19-20,35-37,52-65,69-95,98-110,217H,5-18,21-34,38-51,149H2,1-4H3,(H,160,218)(H,242,295)(H2,150,180,226)(H2,151,161,166)(H2,152,162,167)(H2,153,163,168)(H2,154,164,169)(H2,155,165,170)(H,189,219,227)(H,190,220,228)(H,191,221,229)(H2,192,231,284)(H2,193,232,285)(H2,194,233,286)(H2,195,234,287)(H2,196,230,283)(H2,197,235,288)(H2,198,236,289)(H2,199,237,290)(H2,200,238,291)(H2,201,239,292)(H2,202,240,293)(H2,203,241,294)(H3,156,181,185,222)(H3,157,182,186,223)(H3,158,183,187,224)(H3,159,184,188,225)/t69?,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83+,84+,85+,86+,87+,88+,89+,90+,91+,92+,93+,94+,95+,98+,99+,100+,101+,102+,103+,104+,105+,106+,107+,108+,109+,110+,270?,271?,272?,273?,274?,275?,276?,277?,278?,279?,280?,281?,282?/m0/s1

InChIKey

LVZYXEALRXBLJZ-ISQYCPACSA-N

Smiles

CCCCCCCCCCCCCCCC(=O)NCC(O)COP(=O)(S)OC[C@H]1O[C@H](C[C@@H]1NP(=O)(S)OC[C@H]2O[C@H](C[C@@H]2NP(=O)(S)OC[C@H]3O[C@H](C[C@@H]3NP(=O)(S)OC[C@H]4O[C@H](C[C@@H]4NP(=O)(S)OC[C@H]5O[C@H](C[C@@H]5NP(=O)(S)OC[C@H]6O[C@H](C[C@@H]6NP(=O)(S)OC[C@H]7O[C@H](C[C@@H]7NP(=O)(S)OC[C@H]8O[C@H](C[C@@H]8NP(=O)(S)OC[C@H]9O[C@H](C[C@@H]9NP(=O)(S)OC[C@H]%10O[C@H](C[C@@H]%10NP(=O)(S)OC[C@H]%11O[C@H](C[C@@H]%11NP(=O)(S)OC[C@H]%12O[C@H](C[C@@H]%12NP(=O)(S)OC[C@H]%13O[C@H](C[C@@H]%13N)n%14cnc%15c(N)ncnc%14%15)n%16cnc%17c(N)ncnc%16%17)N%18C=CC(=NC%18=O)N)n%19cnc%20c(N)ncnc%19%20)n%21cnc%22C(=O)NC(=Nc%21%22)N)n%23cnc%24c(N)ncnc%23%24)N%25C=C(C)C(=O)NC%25=O)N%26C=C(C)C(=O)NC%26=O)n%27cnc%28C(=O)NC(=Nc%27%28)N)n%29cnc%30C(=O)NC(=Nc%29%30)N)n%31cnc%32C(=O)NC(=Nc%31%32)N)n%33cnc%34c(N)ncnc%33%34)N%35C=C(C)C(=O)NC%35=O