(Sp)-8-bromo-cAMPS
(4aR,6R,7R,7aS)-6-(6-amino-8-bromopurin-9-yl)-2-hydroxy-2-sulfanylidene-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
Molecular Identity
(Sp)-8-bromo-cAMPS
(4aR,6R,7R,7aS)-6-(6-amino-8-bromopurin-9-yl)-2-hydroxy-2-sulfanylidene-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
PubChem CID: 9802422
(Sp)-8-bromo-cAMPS is a nucleoside 3',5'-cyclic phosphorothioate having 8-bromoadenine as the nucleobase (the Sp-stereoisomer). It has a role as a protein kinase agonist. It is a member of purines, an organobromine compound and a nucleoside 3',5'-cyclic phosphorothioate. It is functionally related to a 3',5'-cyclic AMP.
2D Structure
Properties
C10H11BrN5O5PS
Molecular Formula
424.17
Molecular Weight
g/mol
422.9402
Exact Mass
Da
0.2
XLogP
Drug-like (Lipinski: < 5)
170
TPSA
May have limited oral absorption
3
H-Bond Donors
10
H-Bond Acceptors
536
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(18)
(Sp)-8-bromo-cAMPS(2r,4ar,6r,7r,7as)-6-(6-Amino-8-Bromo-9h-Purin-9-Yl)tetrahydro-4h-Furo[3,2-D][1,3,2]dioxaphosphinine-2,7-Diol 2-Sulfide8-bromoadenosine-3',5'-cyclic monophosphorothioate(4aR,6R,7R,7aS)-6-(6-amino-8-bromopurin-9-yl)-2-hydroxy-2-sulfanylidene-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-olRp-8-bromo-Cyclic AMPS sodium salt2-sulfide8-bromo-Sp-cAMPSorb2646211orb2646287SCHEMBL29358957CHEBI:84619Q27157931Q27465098(Sp)-8-bromoadenosine-3',5'-cyclic monophosphorothioate(2R,4aR,6R,7R,7aS)-6-(6-amino-8-bromo-9H-purin-9-yl)tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol
Data from PubChem (NCBI)
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