Page last updated: 2024-11-12

cc 1065

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

CC 1065: from Streptomyces zelensis; structure in second sourc [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9939943
CHEMBL ID139109
SCHEMBL ID9089249
MeSH IDM0070687

Synonyms (16)

Synonym
NSC219877 ,
rachelmycin
cc-1065 ,
nsc 298223
ccris 2174
cc 1065
benzo(1,2-b:4,3-b')dipyrrole-3(2h)-carboxamide, 7-((1,6-dihydro-4-hydroxy-5-methoxy-7-((4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa(c)pyrrolo(3,2-e)indol-2(1h)-yl)carbonyl)benzo(1,2-b:4,3-b')dipyrrol-3(2h)-yl)carbonyl)-1,6-dihydro-4-hydroxy-5-methoxy-, (
69866-21-3
CHEMBL139109
SCHEMBL9089249
benzo(1,2-b:4,3-b')dipyrrole-3(2h)-carboxamide, 7-((1,6-dihydro-4-hydroxy-5-methoxy-7-((4,5,8,8a-tetrahydro-7-methyl-4-oxocyclopropa(c)pyrrolo(3,2-e)indol-2(1h)-yl)carbonyl)benzo(1,2-b:4,3-b')dipyrrol-3(2h)-yl)carbonyl)-1,6-dihydro-4-hydroxy-5-methox
AKOS032945505
DTXSID40990138
HY-12457
CS-0011401
5-hydroxy-2-[5-hydroxy-4-methoxy-2-[(1r,12s)-3-methyl-7-oxo-5,10-diazatetracyclo[7.4.0.01,12.02,6]trideca-2(6),3,8-triene-10-carbonyl]-7,8-dihydro-3h-pyrrolo[3,2-e]indole-6-carbonyl]-4-methoxy-7,8-dihydro-3h-pyrrolo[3,2-e]indole-6-carboxamide

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" In non-tumor-bearing mice toxic deaths were delayed ca 50 days after a single iv dose of 12."( Preliminary toxicity studies with the DNA-binding antibiotic, CC-1065.
Clarke, GL; DeKoning, TF; McGovren, JP; Pratt, EA, 1984
)
0.27

Bioavailability

ExcerptReferenceRelevance
" In fact in this case the increase of hydrophobic characteristics of the molecules produce the loss of activity, probably due to a worse bioavailability of the drugs in animals."( Synthesis, cytotoxicity and antitumor activity of some new simplified pyrazole analogs of the antitumor agent CC-1065. Effect of an hydrophobic group on antitumor activity.
Baraldi, PG; Cacciari, B; Cozzi, P; Geroni, C; Guiotto, A; Mongelli, N; Romagnoli, R; Spalluto, G; Zaid, AN, 1997
)
0.3

Dosage Studied

ExcerptRelevanceReference
" In vivo evaluation of the prodrug 6 showed that it exhibits extraordinary efficacy (T/C > 1500, L1210; 6/10 one year survivors), substantially exceeding that of the free drug, that its therapeutic window of activity is much larger, permitting a dosing ≥ 40-fold higher than the free drug, and yet that it displays a potency in vivo that approaches the free drug (within 3-fold)."( Efficacious cyclic N-acyl O-amino phenol duocarmycin prodrugs.
Boger, DL; Brown, D; Duncan, KK; Parelkar, NK; Vielhauer, GA; Wolfe, AL, 2013
)
0.39
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (17)

Assay IDTitleYearJournalArticle
AID690883Cytotoxicity against mouse L1210 cells2012Journal of medicinal chemistry, Jun-28, Volume: 55, Issue:12
A novel, unusually efficacious duocarmycin carbamate prodrug that releases no residual byproduct.
AID46324Induced circular dichroism (ICD), expressed as molar ellipticity, in the presence of calf-thymus DNA1988Journal of medicinal chemistry, Mar, Volume: 31, Issue:3
Stereoelectronic factors influencing the biological activity and DNA interaction of synthetic antitumor agents modeled on CC-1065.
AID20503Lipophilic/hydrophilic partitioning (RP-TLC)1988Journal of medicinal chemistry, Mar, Volume: 31, Issue:3
Stereoelectronic factors influencing the biological activity and DNA interaction of synthetic antitumor agents modeled on CC-1065.
AID336010Displacement of methyl green from DNA after 24 hrs by microtiter assay1992Journal of natural products, Nov, Volume: 55, Issue:11
A colorimetric microassay for the detection of agents that interact with DNA.
AID514254Cytotoxicity against mouse L1210 cells after 3 days by MTT assay2010Bioorganic & medicinal chemistry, Jul-15, Volume: 18, Issue:14
A novel achiral seco-cyclopropylpyrido[e]indolone (CPyI) analog of CC-1065 and the duocarmycins: synthesis, DNA interactions, in vivo anticancer and anti-parasitic evaluation.
AID115459Median day of death (MDD) in normal (Non tumor bearing) mice treated with a single i.v. dose at 50 ug/kg1993Journal of medicinal chemistry, Jul-09, Volume: 36, Issue:14
Synthesis and biochemical evaluation of the CBI-PDE-I-dimer, a benzannelated analog of (+)-CC-1065 that also produces delayed toxicity in mice.
AID152675In vivo optimum dose given on days 1, 5, and 9 to mice implanted intraperitoneally with P388 leukemia cells1988Journal of medicinal chemistry, Mar, Volume: 31, Issue:3
Stereoelectronic factors influencing the biological activity and DNA interaction of synthetic antitumor agents modeled on CC-1065.
AID115457Median day of death (MDD) in normal (Non tumor bearing) mice treated with a single i.v. dose at 25 ug/kg1993Journal of medicinal chemistry, Jul-09, Volume: 36, Issue:14
Synthesis and biochemical evaluation of the CBI-PDE-I-dimer, a benzannelated analog of (+)-CC-1065 that also produces delayed toxicity in mice.
AID96565Concentration of the drug to inhibit L1210 leukemia cell growth in culture1994Journal of medicinal chemistry, Dec-09, Volume: 37, Issue:25
DNA-directed alkylating agents. 6. Synthesis and antitumor activity of DNA minor groove-targeted aniline mustard analogues of pibenzimol (Hoechst 33258)
AID1231844Cytotoxicity against mouse L1210 cells after 3 days by coulter counter analysis2015Bioorganic & medicinal chemistry, Jul-01, Volume: 23, Issue:13
Initial development of a cytotoxic amino-seco-CBI warhead for delivery by prodrug systems.
AID336011Displacement of ethidium bromide from calf thymus type 1 DNA after 24 hrs by microtiter assay1992Journal of natural products, Nov, Volume: 55, Issue:11
A colorimetric microassay for the detection of agents that interact with DNA.
AID537230Cytotoxicity against mouse L1210 cells2010Journal of medicinal chemistry, Nov-11, Volume: 53, Issue:21
Design, synthesis, and evaluation of duocarmycin O-amino phenol prodrugs subject to tunable reductive activation.
AID1231841Binding affinity to calf thymus DNA assessed as change in melting temperature at 6.9 DNA to compound ratio at pH 7.2 by spectrophotometric analysis2015Bioorganic & medicinal chemistry, Jul-01, Volume: 23, Issue:13
Initial development of a cytotoxic amino-seco-CBI warhead for delivery by prodrug systems.
AID276050Induction of pBR322 DNA alkylation at 0.1 uM by thermally induced cleavage assay2006Bioorganic & medicinal chemistry letters, Nov-01, Volume: 16, Issue:21
DNA interstrand crosslinking agents: synthesis, DNA interactions, and cytotoxicity of dimeric achiral seco-amino-CBI and conjugates of achiral seco-amino-CBI with pyrrolobenzodiazepine (PBD).
AID96648In vitro concentration required to inhibit 50% growth of murine L1210 leukemia cells1988Journal of medicinal chemistry, Mar, Volume: 31, Issue:3
Stereoelectronic factors influencing the biological activity and DNA interaction of synthetic antitumor agents modeled on CC-1065.
AID740033Cytotoxicity against mouse L1210 cells assessed as growth inhibition after 72 hrs by phosphatase assay2013Journal of medicinal chemistry, May-23, Volume: 56, Issue:10
Efficacious cyclic N-acyl O-amino phenol duocarmycin prodrugs.
AID153429In vivo % increase in life span of treated animals (OD) over that of control mice bearing tumor, determined against P388 leukemia cells1988Journal of medicinal chemistry, Mar, Volume: 31, Issue:3
Stereoelectronic factors influencing the biological activity and DNA interaction of synthetic antitumor agents modeled on CC-1065.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (163)

TimeframeStudies, This Drug (%)All Drugs %
pre-199040 (24.54)18.7374
1990's66 (40.49)18.2507
2000's44 (26.99)29.6817
2010's11 (6.75)24.3611
2020's2 (1.23)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 27.31

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index27.31 (24.57)
Research Supply Index5.14 (2.92)
Research Growth Index4.40 (4.65)
Search Engine Demand Index27.14 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (27.31)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews17 (10.06%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other152 (89.94%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]