Page last updated: 2024-12-09

methylthio-dadme-immucillin-a

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

Cross-References

ID SourceID
PubMed CID656970
CHEMBL ID405346
SCHEMBL ID15593380
MeSH IDM0555957

Synonyms (25)

Synonym
mt-dadme-imma
(3r,4s)-1-[(9-deazaadenin-9-yl)methyl]-3-hydroxy-4-methylthiomethylpyrrolidine, 7
dadme-imma-me
(3r,4s)-1-({4-amino-5h-pyrrolo[3,2-d]pyrimidin-7-yl}methyl)-4-[(methylsulfanyl)methyl]pyrrolidin-3-ol
bdbm22113
(3r,4s)-1-[(4-amino-5h-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[(methylsulfanyl)methyl]pyrrolidin-3-ol
1Y6Q
(3r,4s)-1-[(9-deazaadenin-9-yl)methyl]-3-hydroxy-4-methylthiomethylpyrrolidine
DB08606
CHEMBL405346
(3r,4s)-1-[(4-amino-5h-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-(methylsulfanylmethyl)pyrrolidin-3-ol
SCHEMBL15593380
(3r,4s)-1-((4-amino-5h-pyrrolo[3,2-d]pyrimidin-7-yl)methyl)-4-(methylthiomethyl)pyrrolidin-3-ol
NTHMDFGHOCNNOE-ZJUUUORDSA-N
653592-04-2
CS-6393
HY-101496
(3r,4s)-1-((4-amino-5h-pyrrolo[3,2-d]pyrimidin-7-yl)methyl)-4-((methylthio)methyl)pyrrolidin-3-ol
'(3r,4s)-1-[9-deazaadenin-9-yl)methyl]-3-hydroxy-4-(methylthiomethyl)pyrrolidine'
mtdia
Q27097805
methylthio-dadme-immucillin a
BS-44975
mtdia hydrochloride
ZFC84035
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (11)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, MTA/SAH nucleosidaseEscherichia coliKi0.00000.00000.00000.0000AID977610
Chain B, MTA/SAH nucleosidaseEscherichia coliKi0.00000.00000.00000.0000AID977610
Chain A, MTA/SAH nucleosidaseEscherichia coliKi0.00000.00000.00000.0000AID977610
Chain B, MTA/SAH nucleosidaseEscherichia coliKi0.00000.00000.00000.0000AID977610
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase Streptococcus pneumoniae TIGR4Ki0.02400.02400.02400.0240AID317484
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12Ki0.00650.00000.00650.0240AID1798157; AID1799400
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli O157:H7IC50 (µMol)0.60000.60000.60000.6000AID507724
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli O157:H7Ki0.00000.00000.00000.0000AID1241015; AID1241016; AID317483
S-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)Ki0.00380.00000.00380.0240AID1241013; AID1241014; AID1798157; AID317482; AID677808
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseVibrio cholerae O1 biovar El Tor str. N16961IC50 (µMol)0.01600.01050.01600.0270AID507718; AID507719; AID507720
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseVibrio cholerae O1 biovar El Tor str. N16961Ki0.00010.00010.00010.0001AID507715
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseKlebsiella pneumoniae 342Kd0.00340.00000.00340.0240AID1799419
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12Kd0.00340.00000.00340.0240AID1799419
S-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)Kd0.00340.00000.00340.0240AID1799419
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseStaphylococcus aureus subsp. aureus COLKd0.00340.00000.00340.0240AID1799419
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseVibrio cholerae O1 biovar El Tor str. N16961Kd0.00010.00010.00010.0001AID507740
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (11)

Processvia Protein(s)Taxonomy
methionine biosynthetic process5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12
nucleoside catabolic process5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12
L-methionine salvage from S-adenosylmethionine5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12
L-methionine salvage from methylthioadenosine5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12
purine deoxyribonucleoside catabolic process5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12
toxic metabolite repair5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12
nicotinamide riboside catabolic processS-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)
nucleobase-containing compound metabolic processS-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)
purine ribonucleoside salvageS-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)
L-methionine salvage from methylthioadenosineS-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)
methylationS-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)
response to testosteroneS-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Processvia Protein(s)Taxonomy
adenosylhomocysteine nucleosidase activity5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12
methylthioadenosine nucleosidase activity5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12
hydrolase activity5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12
identical protein binding5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12
protein homodimerization activity5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12
1,4-alpha-oligoglucan phosphorylase activityS-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)
protein bindingS-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)
S-methyl-5-thioadenosine phosphorylase activityS-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
cytoplasm5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12
cytosol5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12
cytosol5'-methylthioadenosine/S-adenosylhomocysteine nucleosidaseEscherichia coli K-12
nucleoplasmS-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)
cytosolS-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)
extracellular exosomeS-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)
cytosolS-methyl-5'-thioadenosine phosphorylaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (33)

Assay IDTitleYearJournalArticle
AID1543981Binding affinity to recombinant Helicobacter pylori MTAN expressed in Escherichia coli BL21(DE3) assessed as equilibrium dissociation constant using MTA as substrate measured after 2 hrs in presence of xanthine oxidase2019Journal of medicinal chemistry, 04-11, Volume: 62, Issue:7
Selective Inhibitors of Helicobacter pylori Methylthioadenosine Nucleosidase and Human Methylthioadenosine Phosphorylase.
AID507713Inhibition of MTAP in human FaDu cells by ESI-MS analysis2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507720Inhibition of Vibrio cholerae N16961 MTAN-mediated autoinducer-1 production assessed as inhibition of light induction in quorum-sensing Vibrio harveyi BB170 by luminescence induction assay2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID677884Inhibition of Neisseria meningitidis MTAN assessed as reduction in methylthioadenosine phosphorolysis/hydrolysi2012Bioorganic & medicinal chemistry, Sep-01, Volume: 20, Issue:17
Transition state analogue inhibitors of human methylthioadenosine phosphorylase and bacterial methylthioadenosine/S-adenosylhomocysteine nucleosidase incorporating acyclic ribooxacarbenium ion mimics.
AID677808Inhibition of human MTAP assessed as reduction in methylthioadenosine phosphorolysis/hydrolysis2012Bioorganic & medicinal chemistry, Sep-01, Volume: 20, Issue:17
Transition state analogue inhibitors of human methylthioadenosine phosphorylase and bacterial methylthioadenosine/S-adenosylhomocysteine nucleosidase incorporating acyclic ribooxacarbenium ion mimics.
AID317483Inhibition of Escherichia coli MTAN2008Journal of medicinal chemistry, Feb-28, Volume: 51, Issue:4
Azetidine based transition state analogue inhibitors of N-ribosyl hydrolases and phosphorylases.
AID1241015Inhibition of recombinant Escherichia coli MTAN expressed in Escherichia coli BL-21 DE3 using methylthioadenosine as substrate by xanthine oxidase coupling enzyme assay2015Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17
Tight binding enantiomers of pre-clinical drug candidates.
AID507723Antibacterial activity MTAN-deficient Escherichia coli assessed as induction of growth deffect at 0.5 uM after 16 hrs2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID1241014Inhibition of human MTAP using methylthioadenosine as substrate assessed as inhibition constant for slow onset inhibition of enzyme-inhibitor complex by xanthine oxidase coupling enzyme assay2015Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17
Tight binding enantiomers of pre-clinical drug candidates.
AID1241017Binding affinity to recombinant Escherichia coli MTAN expressed in Escherichia coli BL-21 DE3 at 225 uM by isothermal titration calorimetry2015Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17
Tight binding enantiomers of pre-clinical drug candidates.
AID507721Inhibition of Vibrio cholerae N16961 MTAN-mediated autoinducer-2 production assessed as inhibition of light induction in quorum-sensing Vibrio harveyi BB120 at 1 uM by luminescence induction assay2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507740Binding affinity to His-tagged Vibrio cholerae recombinant MTAN expressed in Escherichia coli B212009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507717Inhibition of Vibrio cholera N16961 MTAN -mediated adenine production by reverse-phase HPLC2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID317484Inhibition of Streptococcus pneumoniae MTAN2008Journal of medicinal chemistry, Feb-28, Volume: 51, Issue:4
Azetidine based transition state analogue inhibitors of N-ribosyl hydrolases and phosphorylases.
AID507722Antibacterial activity Escherichia coli O157:H7 EDL933 assessed as induction of growth deffect at 0.5 uM after 16 hrs2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID1241013Inhibition of human MTAP using methylthioadenosine as substrate by xanthine oxidase coupling enzyme assay2015Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17
Tight binding enantiomers of pre-clinical drug candidates.
AID507724Inhibition of Escherichia coli O157:H7 EDL933 MTAN-mediated autoinducer-2 production assessed as inhibition of light induction in quorum-sensing Vibrio harveyi BB120 by luminescence induction assay2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507714Inhibition of MTAP in human CRL2522 cells by by ESI-MS analysis2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507718Inhibition of Vibrio cholerae N16961 MTAN-mediated autoinducer-1 production assessed as inhibition of light induction in quorum-sensing Vibrio harveyi BB120 by luminescence induction assay2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507710Inhibition of Vibrio cholerae N16961 MTAN-mediated autoinducer-1 production assessed as inhibition of light induction in quorum-sensing Vibrio harveyi BB120 at 1 uM by luminescence induction assay2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507719Inhibition of Vibrio cholerae N16961 MTAN-mediated autoinducer-2 production assessed as inhibition of light induction in quorum-sensing Vibrio harveyi BB120 by luminescence induction assay2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507711Inhibition of Escherichia coli MTAN2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID677883Inhibition of Escherichia coli MTAN assessed as reduction in methylthioadenosine phosphorolysis/hydrolysis2012Bioorganic & medicinal chemistry, Sep-01, Volume: 20, Issue:17
Transition state analogue inhibitors of human methylthioadenosine phosphorylase and bacterial methylthioadenosine/S-adenosylhomocysteine nucleosidase incorporating acyclic ribooxacarbenium ion mimics.
AID507716Antimicrobial activity against Vibrio cholerae N16961 assessed as effect on cell growth up to 1 uM2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID1241016Inhibition of recombinant Escherichia coli MTAN expressed in Escherichia coli BL-21 DE3 using methylthioadenosine as substrate assessed as inhibition constant for slow onset inhibition of enzyme-inhibitor complex by xanthine oxidase coupling enzyme assay2015Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17
Tight binding enantiomers of pre-clinical drug candidates.
AID317482Inhibition of human MTAP2008Journal of medicinal chemistry, Feb-28, Volume: 51, Issue:4
Azetidine based transition state analogue inhibitors of N-ribosyl hydrolases and phosphorylases.
AID507715Inhibition of His-tagged Vibrio cholerae recombinant MTAN expressed in Escherichia coli B21 by spectrophotometry2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID1799419Enzyme Activity Assay from Article 10.1021/cb700166z: \\Picomolar inhibitors as transition-state probes of 5'-methylthioadenosine nucleosidases.\\2007ACS chemical biology, Nov-20, Volume: 2, Issue:11
Picomolar inhibitors as transition-state probes of 5'-methylthioadenosine nucleosidases.
AID1799400MTAN Inhibition Assay from Article 10.1038/nchembio.153: \\Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.\\2009Nature chemical biology, Apr, Volume: 5, Issue:4
Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID1798157MTAP/MTAN Inhibition Assay from Article 10.1021/jm701265n: \\Azetidine based transition state analogue inhibitors of N-ribosyl hydrolases and phosphorylases.\\2008Journal of medicinal chemistry, Feb-28, Volume: 51, Issue:4
Azetidine based transition state analogue inhibitors of N-ribosyl hydrolases and phosphorylases.
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.
AID1811Experimentally measured binding affinity data derived from PDB2005The Journal of biological chemistry, May-06, Volume: 280, Issue:18
Structural rationale for the affinity of pico- and femtomolar transition state analogues of Escherichia coli 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase.
AID977610Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB2005The Journal of biological chemistry, May-06, Volume: 280, Issue:18
Structural rationale for the affinity of pico- and femtomolar transition state analogues of Escherichia coli 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's4 (50.00)29.6817
2010's3 (37.50)24.3611
2020's1 (12.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.31

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.31 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.31)

All Compounds (24.57)

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%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]