5'-Methylthio adenosine

Details

• Internal ID: d02bce0b-a7d3-4a14-9dab-2376a24ee3ad
• Taxonomy: Nucleosides, nucleotides, and analogues > 5-deoxyribonucleosides > 5-deoxy-5-thionucleosides
• IUPAC Name: (2R,3R,4S,5S)-2-[6-(cyclopentylamino)purin-9-yl]-5-(methylsulfanylmethyl)oxolane-3,4-diol
• SMILES (Canonical): CSCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)NC4CCCC4)O)O
• SMILES (Isomeric): CSC[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)NC4CCCC4)O)O
• InChI: InChI=1S/C16H23N5O3S/c1-25-6-10-12(22)13(23)16(24-10)21-8-19-11-14(17-7-18-15(11)21)20-9-4-2-3-5-9/h7-10,12-13,16,22-23H,2-6H2,1H3,(H,17,18,20)/t10-,12-,13-,16-/m1/s1
• InChI Key: IRSFOARXPSIPGE-XNIJJKJLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₃N₅O₃S
• Molecular Weight: 365.50 g/mol
• Exact Mass: 365.15216079 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: 1.70

Synonyms

• CHEMBL2113468
• SCHEMBL10600584
• BDBM81786

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL256	P0DMS8	Adenosine A3 receptor	74 nM	Ki	PMID: 10212125

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	98.88%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.42%	96.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	93.77%	80.33%
CHEMBL3589	P55263	Adenosine kinase	92.21%	98.05%
CHEMBL3038469	P24941	CDK2/Cyclin A	91.73%	91.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.99%	91.11%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.75%	93.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.20%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.28%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	86.70%	90.17%
CHEMBL2581	P07339	Cathepsin D	86.63%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	86.45%	94.73%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	85.48%	100.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	85.20%	80.96%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.87%	95.83%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	84.79%	96.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.69%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.23%	94.00%
CHEMBL237	P41145	Kappa opioid receptor	82.18%	98.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.12%	89.00%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.69%	98.99%
CHEMBL2535	P11166	Glucose transporter	80.33%	98.75%

Plants that contains it

• Glehnia littoralis

Cross-Links

• PubChem: 10248282
• NPASS: NPC195140
• ChEMBL: CHEMBL2113468