Page last updated: 2024-11-12

bpr0l075

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

Cross-References

ID SourceID
PubMed CID10359957
CHEMBL ID364123
SCHEMBL ID565514
MeSH IDM0471476

Synonyms (18)

Synonym
bdbm50151101
(6-methoxy-1h-indol-3-yl)-(3,4,5-trimethoxy-phenyl)-methanone
(6-methoxy-1h-indol-3-yl)(3,4,5-trimethoxyphenyl)methanone
6-methoxy-3-(3'',4'',5''-trimethoxybenzoyl)-1h-indole
CHEMBL364123 ,
bpr0l075
methanone, (6-methoxy-1h-indol-3-yl)(3,4,5-trimethoxyphenyl)-
613679-11-1
6-methoxy-3-(3,4,5-trimethoxybenzoyl) indole
SCHEMBL565514
unii-w918223vq6
bpr-0l075
w918223vq6 ,
UZJVBXKFBQNDTQ-UHFFFAOYSA-N
DTXSID20210285
bpr-0l-075
SB19853
Q27292488

Research Excerpts

Overview

BPR0L075 is a potential anticancer drug candidate designed from Combretastatin A-4. It is a novel synthetic compound discovered through research to identify new microtubule inhibitors.

ExcerptReferenceRelevance
"BPR0L075 is a novel synthetic compound discovered through research to identify new microtubule inhibitors. "( BPR0L075, a novel synthetic indole compound with antimitotic activity in human cancer cells, exerts effective antitumoral activity in vivo.
Chang, JY; Chang, YL; Chen, CP; Chen, CT; Chen, LT; Hsieh, HP; Kuo, CC; Lee, SJ; Liou, JP; Pan, WY, 2004
)
3.21
"BPR0L075 (2) is a potential anticancer drug candidate designed from Combretastatin A-4 (1) based on the bioisosterism principle. "( Synthesis and evaluation of 3-aroylindoles as anticancer agents: metabolite approach.
Chang, CY; Chang, JY; Chen, CP; Chen, CT; Chen, YJ; Chiang, YK; Chu, CY; Coumar, MS; Hsiao, CL; Hsieh, HP; Kuo, CC; Kuo, FM; Lin, CY; Liou, JP; Sun, HY; Tan, UK; Wu, SY; Wu, YS; Yao, HT; Yeh, TK, 2009
)
1.8

Bioavailability

ExcerptReferenceRelevance
" Among these, 7-azaindole core 12 showed potent in vitro anticancer activity and improved oral bioavailability (F = 35%) compared with 1 (F < 10%)."( Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
Chang, CW; Chang, CY; Chang, JY; Coumar, MS; Hsieh, HP; Kuo, CC; Liao, CC; Lin, CY; Liou, JP; Shiao, HY; Shukla, P; Tung, YS; Wu, JS; Wu, SY; Wu, YS; Yeh, TK, 2011
)
0.37
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Tubulin beta-1 chainHomo sapiens (human)IC50 (µMol)2.18000.00051.987010.0000AID240662
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (8)

Processvia Protein(s)Taxonomy
platelet formationTubulin beta-1 chainHomo sapiens (human)
thyroid gland developmentTubulin beta-1 chainHomo sapiens (human)
microtubule polymerizationTubulin beta-1 chainHomo sapiens (human)
spindle assemblyTubulin beta-1 chainHomo sapiens (human)
thyroid hormone transportTubulin beta-1 chainHomo sapiens (human)
platelet aggregationTubulin beta-1 chainHomo sapiens (human)
mitotic cell cycleTubulin beta-1 chainHomo sapiens (human)
microtubule cytoskeleton organizationTubulin beta-1 chainHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
GTPase activityTubulin beta-1 chainHomo sapiens (human)
metal ion bindingTubulin beta-1 chainHomo sapiens (human)
structural constituent of cytoskeletonTubulin beta-1 chainHomo sapiens (human)
GTP bindingTubulin beta-1 chainHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
cytoplasmTubulin beta-1 chainHomo sapiens (human)
microtubule cytoskeletonTubulin beta-1 chainHomo sapiens (human)
intercellular bridgeTubulin beta-1 chainHomo sapiens (human)
extracellular exosomeTubulin beta-1 chainHomo sapiens (human)
mitotic spindleTubulin beta-1 chainHomo sapiens (human)
microtubuleTubulin beta-1 chainHomo sapiens (human)
cytoplasmTubulin beta-1 chainHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (56)

Assay IDTitleYearJournalArticle
AID1294621Cytotoxicity against human MCF7 cells assessed as reduction in cell viability after 72 hrs by MTS assay2016Bioorganic & medicinal chemistry letters, May-01, Volume: 26, Issue:9
Synthesis, biological evaluation and molecular docking studies of 2-amino-3,4,5-trimethoxyaroylindole derivatives as novel anticancer agents.
AID596600Half life in Sprague-Dawley rat plasma at 20 mg/kg, po2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
AID240662Inhibition of tubulin polymerization2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Concise synthesis and structure-activity relationships of combretastatin A-4 analogues, 1-aroylindoles and 3-aroylindoles, as novel classes of potent antitubulin agents.
AID422584Metabolic stability in dog liver microsomes assessed as compound remaining per mg of protein at 1 uM after 30 mins2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Synthesis and evaluation of 3-aroylindoles as anticancer agents: metabolite approach.
AID596591Cytotoxicity against human MKN45 cells after 72 hrs by methylene blue dye assay2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
AID280068Inhibition of proliferation of human H460 cells2007Journal of medicinal chemistry, Mar-08, Volume: 50, Issue:5
Potent antitubulin tumor cell cytotoxins based on 3-aroyl indazoles.
AID342519Cytotoxicity against mouse B16 cells assessed as cell viability after 48 hrs by MTT test2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Synthesis and biological evaluation of new disubstituted analogues of 6-methoxy-3-(3',4',5'-trimethoxybenzoyl)-1H-indole (BPR0L075), as potential antivascular agents.
AID422591Toxicity in nude mouse assessed as body weight gain at 10 mg/kg, iv administered 5 days per week for 3 consecutive weeks2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Synthesis and evaluation of 3-aroylindoles as anticancer agents: metabolite approach.
AID596599Half life in Sprague-Dawley rat plasma at 5 mg/kg, iv2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
AID422577Cytotoxicity against human HT-29 cells after 72 hrs by methylene blue dye assay2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Synthesis and evaluation of 3-aroylindoles as anticancer agents: metabolite approach.
AID317991Antiproliferative activity against human CEM cells2008Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5
Synthesis and biological evaluation of 1-methyl-2-(3',4',5'-trimethoxybenzoyl)-3-aminoindoles as a new class of antimitotic agents and tubulin inhibitors.
AID412963Growth inhibition of human HT-29 cells after 72 hrs by methylene blue dye assay2008Journal of medicinal chemistry, Dec-25, Volume: 51, Issue:24
Synthesis and structure-activity relationships of 2-amino-1-aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents.
AID317989Antiproliferative activity against mouse FM3A cells2008Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5
Synthesis and biological evaluation of 1-methyl-2-(3',4',5'-trimethoxybenzoyl)-3-aminoindoles as a new class of antimitotic agents and tubulin inhibitors.
AID596597Clearance in Sprague-Dawley rat at 5 mg/kg, iv2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
AID422579Displacement of [3H]colchicine from tubulin at 5 uM after 1 hr by scintillation counter2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Synthesis and evaluation of 3-aroylindoles as anticancer agents: metabolite approach.
AID317993Displacement of [3H]colchicine from bovine tubulin at 5 uM2008Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5
Synthesis and biological evaluation of 1-methyl-2-(3',4',5'-trimethoxybenzoyl)-3-aminoindoles as a new class of antimitotic agents and tubulin inhibitors.
AID422581Inhibition of tubulin polymerization2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Synthesis and evaluation of 3-aroylindoles as anticancer agents: metabolite approach.
AID596592Metabolic stability in human liver microsomes assessed as compound remaining at 1 uM after 30 mins2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
AID596603AUC in Sprague-Dawley rat at 20 mg/kg, po2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
AID431441Antiproliferative activity against human H460 cells2009Journal of medicinal chemistry, Oct-08, Volume: 52, Issue:19
Indolobenzazepin-7-ones and 6-, 8-, and 9-membered ring derivatives as tubulin polymerization inhibitors: synthesis and structure--activity relationship studies.
AID248446Concentration required for the 50% inhibition of human stomach cancer (MKN45) cell line growth2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Concise synthesis and structure-activity relationships of combretastatin A-4 analogues, 1-aroylindoles and 3-aroylindoles, as novel classes of potent antitubulin agents.
AID422582Metabolic stability in mouse liver microsomes assessed as compound remaining per mg of protein at 1 uM after 30 mins2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Synthesis and evaluation of 3-aroylindoles as anticancer agents: metabolite approach.
AID342518Ratio of IC50 of drug to IC50 of colchicine for calf brain tubulin polymerization2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Synthesis and biological evaluation of new disubstituted analogues of 6-methoxy-3-(3',4',5'-trimethoxybenzoyl)-1H-indole (BPR0L075), as potential antivascular agents.
AID431419Inhibition of tubulin polymerization2009Journal of medicinal chemistry, Oct-08, Volume: 52, Issue:19
Indolobenzazepin-7-ones and 6-, 8-, and 9-membered ring derivatives as tubulin polymerization inhibitors: synthesis and structure--activity relationship studies.
AID317990Antiproliferative activity against human Molt4/C8 cells2008Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5
Synthesis and biological evaluation of 1-methyl-2-(3',4',5'-trimethoxybenzoyl)-3-aminoindoles as a new class of antimitotic agents and tubulin inhibitors.
AID412969Displacement of [3H]colchicine from tubulin after 2 hrs at 5 uM2008Journal of medicinal chemistry, Dec-25, Volume: 51, Issue:24
Synthesis and structure-activity relationships of 2-amino-1-aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents.
AID317988Antiproliferative activity against mouse L1210 cells2008Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5
Synthesis and biological evaluation of 1-methyl-2-(3',4',5'-trimethoxybenzoyl)-3-aminoindoles as a new class of antimitotic agents and tubulin inhibitors.
AID596598Volume of distribution at steady state in Sprague-Dawley rat at 5 mg/kg, iv2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
AID317992Inhibition of bovine tubulin polymerization after 20 mins2008Journal of medicinal chemistry, Mar-13, Volume: 51, Issue:5
Synthesis and biological evaluation of 1-methyl-2-(3',4',5'-trimethoxybenzoyl)-3-aminoindoles as a new class of antimitotic agents and tubulin inhibitors.
AID679133TP_TRANSPORTER: drug resistance in KB-VIN10 cells2004Cancer research, Jul-01, Volume: 64, Issue:13
BPR0L075, a novel synthetic indole compound with antimitotic activity in human cancer cells, exerts effective antitumoral activity in vivo.
AID422588Antitumor activity in human KB cells xenografted nude mouse assessed as decrease in tumor size at 10 mg/kg, iv administered 5 days per week for 3 consecutive weeks2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Synthesis and evaluation of 3-aroylindoles as anticancer agents: metabolite approach.
AID422585Metabolic stability in human liver microsomes assessed as compound remaining per mg of protein at 1 uM after 30 mins2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Synthesis and evaluation of 3-aroylindoles as anticancer agents: metabolite approach.
AID596594Solubility of the compound in phosphate buffer at 2 mg at pH 7.4 after 24 hrs2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
AID342520Induction of morphological changes in human EA.hy 926 cells assessed as rounding up after 2 hrs2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Synthesis and biological evaluation of new disubstituted analogues of 6-methoxy-3-(3',4',5'-trimethoxybenzoyl)-1H-indole (BPR0L075), as potential antivascular agents.
AID422583Metabolic stability in rat liver microsomes assessed as compound remaining per mg of protein at 1 uM after 30 mins2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Synthesis and evaluation of 3-aroylindoles as anticancer agents: metabolite approach.
AID1459949Antiproliferative activity against human A549 cells measured after 72 hrs by MTS assay2017European journal of medicinal chemistry, Jan-05, Volume: 1253-Aroylindoles display antitumor activity in vitro and in vivo: Effects of N1-substituents on biological activity.
AID412968Inhibition of tubulin polymerization after 30 mins2008Journal of medicinal chemistry, Dec-25, Volume: 51, Issue:24
Synthesis and structure-activity relationships of 2-amino-1-aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents.
AID412960Growth inhibition of human KB cells after 72 hrs by methylene blue dye assay2008Journal of medicinal chemistry, Dec-25, Volume: 51, Issue:24
Synthesis and structure-activity relationships of 2-amino-1-aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents.
AID431442Antiproliferative activity against human KB cells2009Journal of medicinal chemistry, Oct-08, Volume: 52, Issue:19
Indolobenzazepin-7-ones and 6-, 8-, and 9-membered ring derivatives as tubulin polymerization inhibitors: synthesis and structure--activity relationship studies.
AID596601Cmax in Sprague-Dawley rat at 20 mg/kg, po2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
AID248447Concentration required for the 50% inhibition of human stomach cancer (NUGC3) cell line growth2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Concise synthesis and structure-activity relationships of combretastatin A-4 analogues, 1-aroylindoles and 3-aroylindoles, as novel classes of potent antitubulin agents.
AID248425Concentration required for the 50% inhibition of human breast cancer (MCF-7) cell line growth2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Concise synthesis and structure-activity relationships of combretastatin A-4 analogues, 1-aroylindoles and 3-aroylindoles, as novel classes of potent antitubulin agents.
AID412964Growth inhibition of human MKN45 cells after 72 hrs by methylene blue dye assay2008Journal of medicinal chemistry, Dec-25, Volume: 51, Issue:24
Synthesis and structure-activity relationships of 2-amino-1-aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents.
AID596590Cytotoxicity against human KB cells after 72 hrs by methylene blue dye assay2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
AID412961Growth inhibition of human Pgp170 overexpressing multidrug resistant-KB-VIN10 cells after 72 hrs by methylene blue dye assay2008Journal of medicinal chemistry, Dec-25, Volume: 51, Issue:24
Synthesis and structure-activity relationships of 2-amino-1-aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents.
AID422576Cytotoxicity against human H460 cells after 72 hrs by methylene blue dye assay2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Synthesis and evaluation of 3-aroylindoles as anticancer agents: metabolite approach.
AID342521Inhibition of tubulin polymerization2008Bioorganic & medicinal chemistry, Aug-01, Volume: 16, Issue:15
Synthesis and biological evaluation of new disubstituted analogues of 6-methoxy-3-(3',4',5'-trimethoxybenzoyl)-1H-indole (BPR0L075), as potential antivascular agents.
AID596602Tmax in Sprague-Dawley rat at 20 mg/kg, po2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
AID596604Oral bioavailability in Sprague-Dawley rat at 20 mg/kg2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
AID679134TP_TRANSPORTER: drug resistance in KB-TAX50 cells2004Cancer research, Jul-01, Volume: 64, Issue:13
BPR0L075, a novel synthetic indole compound with antimitotic activity in human cancer cells, exerts effective antitumoral activity in vivo.
AID412962Growth inhibition of human H460 cells after 72 hrs by methylene blue dye assay2008Journal of medicinal chemistry, Dec-25, Volume: 51, Issue:24
Synthesis and structure-activity relationships of 2-amino-1-aroylnaphthalene and 2-hydroxy-1-aroylnaphthalenes as potent antitubulin agents.
AID422575Cytotoxicity against human KB cells after 72 hrs by methylene blue dye assay2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Synthesis and evaluation of 3-aroylindoles as anticancer agents: metabolite approach.
AID596593Aqueous solubility in distilled water at 2 mg after 24 hrs2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
AID248448Concentration required for the 50% inhibition of human uterine cancer (MESSA) cell line growth2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Concise synthesis and structure-activity relationships of combretastatin A-4 analogues, 1-aroylindoles and 3-aroylindoles, as novel classes of potent antitubulin agents.
AID248331Concentration required for the 50% inhibition of human lung caner (A549) cell line growth2004Journal of medicinal chemistry, Aug-12, Volume: 47, Issue:17
Concise synthesis and structure-activity relationships of combretastatin A-4 analogues, 1-aroylindoles and 3-aroylindoles, as novel classes of potent antitubulin agents.
AID596596AUC in Sprague-Dawley rat at 5 mg/kg, iv2011Journal of medicinal chemistry, Apr-28, Volume: 54, Issue:8
Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's8 (72.73)29.6817
2010's3 (27.27)24.3611
2020's0 (0.00)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%
Other11 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]