Compounds > nsc 725776
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nsc 725776

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Description

NSC 725776: inhibits topoisomerase I; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID11519397
CHEMBL ID1196228
SCHEMBL ID7712896
MeSH IDM0548859

Synonyms (20)

Synonym
CHEMBL1196228
indimitecan
nsc-725776
nsc 725776
v5t7s4hp8a ,
unii-v5t7s4hp8a
lmp776
915360-05-3
5h-(1,3)dioxolo(4',5':5,6)indeno(1,2-c)isoquinoline-5,12(6h)-dione, 6-(3-(1h-imidazol-1-xyl)propyl)-2,3-dimethoxy-
5h-(1,3)dioxolo(4',5':5,6)indeno(1,2-c)isoquinoline-5,12(6h)-dione, 6-(3-(1h-imidazol-1-yl)propyl)-2,3-dimethoxy-
SCHEMBL7712896
DTXSID90238618
SB16794
20-(3-imidazol-1-ylpropyl)-15,16-dimethoxy-5,7-dioxa-20-azapentacyclo[10.8.0.02,10.04,8.013,18]icosa-1(12),2,4(8),9,13,15,17-heptaene-11,19-dione
Q27291563
MS-28413
indimitecan hydrochloride (lmp-776)
CS-0007474
HY-18350
AKOS040758936
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (22)

Assay IDTitleYearJournalArticle
AID497150Cytotoxicity against human MCF7 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID615993Antiproliferative activity against human UACC62 cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID615989Inhibition of recombinant human TOP1 mediated DNA cleavage after 20 mins by gel electrophoresis relative to camptothecin2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID497153Inhibition of human recombinant Top1-mediated DNA cleavage at 0.1 to 100 uM after 20 mins relative to camptothecin2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID497148Cytotoxicity against human DU145 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID615997Antiproliferative activity against human MCF7 cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID497144Cytotoxicity against human OVCAR-3 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID497142Cytotoxicity against human UACC62 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID709698Drug metabolism in human liver microsomes assessed as formation of 6-(3-(1H-Imidazol-1-yl)propyl)-8,9-dihydroxy-2,3-dimethoxy-5H-indeno[1,2-c]isoquinoline-5,11(6H)-dione at 10 uM after 60 mins in presence of NADPH2012Journal of medicinal chemistry, Dec-27, Volume: 55, Issue:24
Identification, synthesis, and biological evaluation of metabolites of the experimental cancer treatment drugs indotecan (LMP400) and indimitecan (LMP776) and investigation of isomerically hydroxylated indenoisoquinoline analogues as topoisomerase I poiso
AID497146Cytotoxicity against human SN12C cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID615994Antiproliferative activity against human OVCAR3 cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID615992Antiproliferative activity against human SF539 cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID615995Antiproliferative activity against human SN12C cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID497140Cytotoxicity against human SF539 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID709697Drug metabolism in human liver microsomes assessed as formation of 5,6-Dihydro-3-hydroxy-6-3-(1H-imidazol-1-yl)propyl)-2-methoxy- 8,9-methylenedioxy-5,11-dioxo-11H-indeno[1,2-c]- isoquinoline at 10 uM after 60 mins in presence of NADPH2012Journal of medicinal chemistry, Dec-27, Volume: 55, Issue:24
Identification, synthesis, and biological evaluation of metabolites of the experimental cancer treatment drugs indotecan (LMP400) and indimitecan (LMP776) and investigation of isomerically hydroxylated indenoisoquinoline analogues as topoisomerase I poiso
AID615991Antiproliferative activity against human HCT116 cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID545116Trypanocidal activity against Trypanosoma brucei brucei 427 bloodstream forms infected in mouse L1210 cells after 48 hrs2009Antimicrobial agents and chemotherapy, Jan, Volume: 53, Issue:1
Activity of indenoisoquinolines against African trypanosomes.
AID497138Cytotoxicity against human HCT116 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID615996Antiproliferative activity against human DU145 cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID497136Cytotoxicity against human HOP62 cells2010Bioorganic & medicinal chemistry, Aug-01, Volume: 18, Issue:15
The structure-activity relationships of A-ring-substituted aromathecin topoisomerase I inhibitors strongly support a camptothecin-like binding mode.
AID615990Antiproliferative activity against human HOP62 cells by SRB assay2011Journal of medicinal chemistry, Jul-28, Volume: 54, Issue:14
Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase I inhibitors: investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity.
AID1347411qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS Mechanism Interrogation Plate v5.0 (MIPE) Libary2020ACS chemical biology, 07-17, Volume: 15, Issue:7
High-Throughput Screening to Identify Inhibitors of the Type I Interferon-Major Histocompatibility Complex Class I Pathway in Skeletal Muscle.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (7.69)29.6817
2010's11 (84.62)24.3611
2020's1 (7.69)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
camptothecin
NSC 100880: carboxylate (opened lactone) form of camptothecin; RN refers to (S)-isomer; structure given in first source		3.4770delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite
etoposide
[no description available]		2.1310beta-D-glucoside;
furonaphthodioxole;
organic heterotetracyclic compound		antineoplastic agent;
DNA synthesis inhibitor
epirubicin
Epirubicin: An anthracycline which is the 4'-epi-isomer of doxorubicin. The compound exerts its antitumor effects by interference with the synthesis and function of DNA.		2.1310aminoglycoside;
anthracycline antibiotic;
anthracycline;
deoxy hexoside;
monosaccharide derivative;
p-quinones;
primary alpha-hydroxy ketone;
tertiary alpha-hydroxy ketone		antimicrobial agent;
antineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor
irinotecan
[no description available]		2.1310carbamate ester;
delta-lactone;
N-acylpiperidine;
pyranoindolizinoquinoline;
ring assembly;
tertiary alcohol;
tertiary amino compound		antineoplastic agent;
apoptosis inducer;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
prodrug
nsc 314622
NSC 314622: structure in first source		2.0610
nsc 706744
[no description available]		2.4620
lamellarin d
lamellarin D: a benzo-isoquinoline-coumarin		2.1110
nsc 724998
[no description available]		2.7630
olaparib
[no description available]		2.2110cyclopropanes;
monofluorobenzenes;
N-acylpiperazine;
phthalazines		antineoplastic agent;
apoptosis inducer;
EC 2.4.2.30 (NAD(+) ADP-ribosyltransferase) inhibitor
rosettacin
rosettacin: structure in first source		2.0510
warfarin
Warfarin: An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.. warfarin : A racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice.. 4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one : A member of the class of coumarins that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenyl-3-oxo-1-butyl group.		2.1110benzenes;
hydroxycoumarin;
methyl ketone
ConditionIndicatedRelationship StrengthStudiesTrials
Benign Neoplasms
[description not available]		02.2110
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.2110
Cancer of Colon
[description not available]		02.1310
Chromosome Deletion
Actual loss of portion of a chromosome.		02.1310
Colonic Neoplasms
Tumors or cancer of the COLON.		02.1310