RP1

6-(6-AMINO-PURIN-9-YL)-2-THIOXO-TETRAHYDRO-2-FURO[3,2-D][1,3,2]DIOXAPHOSPHININE-2,7-DIOL


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Chemical Component Summary

Name6-(6-AMINO-PURIN-9-YL)-2-THIOXO-TETRAHYDRO-2-FURO[3,2-D][1,3,2]DIOXAPHOSPHININE-2,7-DIOL
SynonymsRP-ADENOSINE-3',5'-CYCLIC-MONOPHOSPHOROTHIOATE
Identifiers(1R,4R,6S,7R,8R)-8-(6-aminopurin-9-yl)-4-hydroxy-4-sulfanylidene-3,5,9-trioxa-4$l^{5}-phosphabicyclo[4.3.0]nonan-7-ol
FormulaC10 H12 N5 O5 P S
Molecular Weight345.272
TypeNON-POLYMER
Isomeric SMILESc1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@H]4[C@H](O3)CO[P@@](=S)(O4)O)O)N
InChIInChI=1S/C10H12N5O5PS/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(19-10)1-18-21(17,22)20-7/h2-4,6-7,10,16H,1H2,(H,17,22)(H2,11,12,13)/t4-,6-,7-,10-,21-/m1/s1
InChIKeySMPNJFHAPJOHPP-PUHOFUEYSA-N

Chemical Details

Formal Charge0
Atom Count34
Chiral Atom Count5
Bond Count37
Aromatic Bond Count10

Drug Info: DrugBank

DrugBank IDDB01790 
Name(Rp)-cAMPS
Groups experimental
Synonyms
  • (Rp)-cAMPS
  • (Rp)-adenosine-3',5'-cyclic monophosphorothioate
  • adenosine-3',5'-cyclic monophosphorothioate, Rp-isomer
  • Rp-cAMPS
Categories
  • Adenine Nucleotides
  • Enzyme Inhibitors
  • Heterocyclic Compounds, Fused-Ring
  • Nucleic Acids, Nucleotides, and Nucleosides
  • Nucleotides

Drug Targets

NameTarget SequencePharmacological ActionActions
cAMP-dependent protein kinase type I-alpha regulatory subunitMESGSTAASEEARSLRECELYVQKHNIQALLKDSIVQLCTARPERPMAFL...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682