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 Source	ID
PubMed CID	656970
CHEMBL ID	405346
SCHEMBL ID	15593380
MeSH ID	M0555957

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

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Chain A, MTA/SAH nucleosidase	Escherichia coli	Ki	0.0000	0.0000	0.0000	0.0000	AID977610
Chain B, MTA/SAH nucleosidase	Escherichia coli	Ki	0.0000	0.0000	0.0000	0.0000	AID977610
Chain A, MTA/SAH nucleosidase	Escherichia coli	Ki	0.0000	0.0000	0.0000	0.0000	AID977610
Chain B, MTA/SAH nucleosidase	Escherichia coli	Ki	0.0000	0.0000	0.0000	0.0000	AID977610
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Streptococcus pneumoniae TIGR4	Ki	0.0240	0.0240	0.0240	0.0240	AID317484
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12	Ki	0.0065	0.0000	0.0065	0.0240	AID1798157; AID1799400
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli O157:H7	IC50 (µMol)	0.6000	0.6000	0.6000	0.6000	AID507724
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli O157:H7	Ki	0.0000	0.0000	0.0000	0.0000	AID1241015; AID1241016; AID317483
S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)	Ki	0.0038	0.0000	0.0038	0.0240	AID1241013; AID1241014; AID1798157; AID317482; AID677808
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Vibrio cholerae O1 biovar El Tor str. N16961	IC50 (µMol)	0.0160	0.0105	0.0160	0.0270	AID507718; AID507719; AID507720
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Vibrio cholerae O1 biovar El Tor str. N16961	Ki	0.0001	0.0001	0.0001	0.0001	AID507715
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Klebsiella pneumoniae 342	Kd	0.0034	0.0000	0.0034	0.0240	AID1799419
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12	Kd	0.0034	0.0000	0.0034	0.0240	AID1799419
S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)	Kd	0.0034	0.0000	0.0034	0.0240	AID1799419
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Staphylococcus aureus subsp. aureus COL	Kd	0.0034	0.0000	0.0034	0.0240	AID1799419
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Vibrio cholerae O1 biovar El Tor str. N16961	Kd	0.0001	0.0001	0.0001	0.0001	AID507740
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (11)

Process	via Protein(s)	Taxonomy
methionine biosynthetic process	5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12
nucleoside catabolic process	5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12
L-methionine salvage from S-adenosylmethionine	5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12
L-methionine salvage from methylthioadenosine	5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12
purine deoxyribonucleoside catabolic process	5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12
toxic metabolite repair	5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12
nicotinamide riboside catabolic process	S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)
nucleobase-containing compound metabolic process	S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)
purine ribonucleoside salvage	S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)
L-methionine salvage from methylthioadenosine	S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)
methylation	S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)
response to testosterone	S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (8)

Process	via Protein(s)	Taxonomy
adenosylhomocysteine nucleosidase activity	5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12
methylthioadenosine nucleosidase activity	5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12
hydrolase activity	5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12
identical protein binding	5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12
protein homodimerization activity	5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12
1,4-alpha-oligoglucan phosphorylase activity	S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)
protein binding	S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)
S-methyl-5-thioadenosine phosphorylase activity	S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Process	via Protein(s)	Taxonomy
cytoplasm	5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12
cytosol	5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12
cytosol	5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase	Escherichia coli K-12
nucleoplasm	S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)
cytosol	S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)
extracellular exosome	S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)
cytosol	S-methyl-5'-thioadenosine phosphorylase	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (33)

Assay ID	Title	Year	Journal	Article
AID1543981	Binding 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 oxidase	2019	Journal of medicinal chemistry, 04-11, Volume: 62, Issue:7	Selective Inhibitors of Helicobacter pylori Methylthioadenosine Nucleosidase and Human Methylthioadenosine Phosphorylase.
AID507713	Inhibition of MTAP in human FaDu cells by ESI-MS analysis	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507720	Inhibition of Vibrio cholerae N16961 MTAN-mediated autoinducer-1 production assessed as inhibition of light induction in quorum-sensing Vibrio harveyi BB170 by luminescence induction assay	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID677884	Inhibition of Neisseria meningitidis MTAN assessed as reduction in methylthioadenosine phosphorolysis/hydrolysi	2012	Bioorganic & 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.
AID677808	Inhibition of human MTAP assessed as reduction in methylthioadenosine phosphorolysis/hydrolysis	2012	Bioorganic & 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.
AID317483	Inhibition of Escherichia coli MTAN	2008	Journal of medicinal chemistry, Feb-28, Volume: 51, Issue:4	Azetidine based transition state analogue inhibitors of N-ribosyl hydrolases and phosphorylases.
AID1241015	Inhibition of recombinant Escherichia coli MTAN expressed in Escherichia coli BL-21 DE3 using methylthioadenosine as substrate by xanthine oxidase coupling enzyme assay	2015	Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17	Tight binding enantiomers of pre-clinical drug candidates.
AID507723	Antibacterial activity MTAN-deficient Escherichia coli assessed as induction of growth deffect at 0.5 uM after 16 hrs	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID1241014	Inhibition of human MTAP using methylthioadenosine as substrate assessed as inhibition constant for slow onset inhibition of enzyme-inhibitor complex by xanthine oxidase coupling enzyme assay	2015	Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17	Tight binding enantiomers of pre-clinical drug candidates.
AID1241017	Binding affinity to recombinant Escherichia coli MTAN expressed in Escherichia coli BL-21 DE3 at 225 uM by isothermal titration calorimetry	2015	Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17	Tight binding enantiomers of pre-clinical drug candidates.
AID507721	Inhibition 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 assay	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507740	Binding affinity to His-tagged Vibrio cholerae recombinant MTAN expressed in Escherichia coli B21	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507717	Inhibition of Vibrio cholera N16961 MTAN -mediated adenine production by reverse-phase HPLC	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID317484	Inhibition of Streptococcus pneumoniae MTAN	2008	Journal of medicinal chemistry, Feb-28, Volume: 51, Issue:4	Azetidine based transition state analogue inhibitors of N-ribosyl hydrolases and phosphorylases.
AID507722	Antibacterial activity Escherichia coli O157:H7 EDL933 assessed as induction of growth deffect at 0.5 uM after 16 hrs	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID1241013	Inhibition of human MTAP using methylthioadenosine as substrate by xanthine oxidase coupling enzyme assay	2015	Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17	Tight binding enantiomers of pre-clinical drug candidates.
AID507724	Inhibition 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 assay	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507714	Inhibition of MTAP in human CRL2522 cells by by ESI-MS analysis	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507718	Inhibition of Vibrio cholerae N16961 MTAN-mediated autoinducer-1 production assessed as inhibition of light induction in quorum-sensing Vibrio harveyi BB120 by luminescence induction assay	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507710	Inhibition 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 assay	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507719	Inhibition of Vibrio cholerae N16961 MTAN-mediated autoinducer-2 production assessed as inhibition of light induction in quorum-sensing Vibrio harveyi BB120 by luminescence induction assay	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID507711	Inhibition of Escherichia coli MTAN	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID677883	Inhibition of Escherichia coli MTAN assessed as reduction in methylthioadenosine phosphorolysis/hydrolysis	2012	Bioorganic & 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.
AID507716	Antimicrobial activity against Vibrio cholerae N16961 assessed as effect on cell growth up to 1 uM	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID1241016	Inhibition 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 assay	2015	Bioorganic & medicinal chemistry, Sep-01, Volume: 23, Issue:17	Tight binding enantiomers of pre-clinical drug candidates.
AID317482	Inhibition of human MTAP	2008	Journal of medicinal chemistry, Feb-28, Volume: 51, Issue:4	Azetidine based transition state analogue inhibitors of N-ribosyl hydrolases and phosphorylases.
AID507715	Inhibition of His-tagged Vibrio cholerae recombinant MTAN expressed in Escherichia coli B21 by spectrophotometry	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID1799419	Enzyme Activity Assay from Article 10.1021/cb700166z: \\Picomolar inhibitors as transition-state probes of 5'-methylthioadenosine nucleosidases.\\	2007	ACS chemical biology, Nov-20, Volume: 2, Issue:11	Picomolar inhibitors as transition-state probes of 5'-methylthioadenosine nucleosidases.
AID1799400	MTAN Inhibition Assay from Article 10.1038/nchembio.153: \\Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.\\	2009	Nature chemical biology, Apr, Volume: 5, Issue:4	Transition state analogs of 5'-methylthioadenosine nucleosidase disrupt quorum sensing.
AID1798157	MTAP/MTAN Inhibition Assay from Article 10.1021/jm701265n: \\Azetidine based transition state analogue inhibitors of N-ribosyl hydrolases and phosphorylases.\\	2008	Journal of medicinal chemistry, Feb-28, Volume: 51, Issue:4	Azetidine based transition state analogue inhibitors of N-ribosyl hydrolases and phosphorylases.
AID1347411	qHTS 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) Libary	2020	ACS 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.
AID1811	Experimentally measured binding affinity data derived from PDB	2005	The 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.
AID977610	Experimentally measured binding affinity data (Ki) for protein-ligand complexes derived from PDB	2005	The 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)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	4 (50.00)	29.6817
2010's	3 (37.50)	24.3611
2020's	1 (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.

Metric	This Compound (vs All)
Research Demand Index	12.31 (24.57)
Research Supply Index	2.20 (2.92)
Research Growth Index	4.51 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (12.31)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	8 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Trials	Classes	Roles
ulodesine ulodesine: a purine nucleoside phosphorylase inhibitor	2.04	1	0

Condition	Indicated	Relationship Strength	Studies	Trials
Benign Neoplasms [description not available]	0	2.11	1	0
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.	0	2.11	1	0

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