2′-Deoxycytidine-2′-Deoxyadenosine-3′,5′-Monophosphate

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as (3′->5′)-cyclic dinucleotides and analogues. These are cyclic compounds consisting of two ribose moieties connected by two 5′,3′-phosphodiester bonds to form a cycle. Each ribose unit is N-linked to a nucleic base or an analogue thereof. Some natural (3′->5′)-cyclic dinucleotides include c-di-AMP. Synthetic derivatives are generally more elaborated molecules in which one or the two nucleobase moieties, and/or sugar residues, and/or phosphodiester linkers have been modified.

(3′->5′)-cyclic dinucleotides and analogues

Organic compounds

Nucleosides, nucleotides, and analogues

(3′->5′)-dinucleotides and analogues

(3′->5′)-cyclic dinucleotides and analogues

Calculated Property

kind Value Source
logP -2.3 ALOGPS
logS -2.4 ALOGPS
Water Solubility 2.42e+00 g/l ALOGPS
logP -4.8 ChemAxon
IUPAC Name {[(2R,3S,5S)-5-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl]oxy}({[(2S,3R,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy})phosphinic acid ChemAxon
Traditional IUPAC Name [(2R,3S,5S)-5-(4-amino-2-oxopyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl]oxy[(2S,3R,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methoxyphosphinic acid ChemAxon
Molecular Weight 540.4238 ChemAxon
Monoisotopic Weight 540.14821095 ChemAxon
SMILES NC1=NC(=O)N(C=C1)[C@@H]1C[C@H](O[P@@](O)(=O)OC[C@@H]2O[C@H](C[C@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](CO)O1 ChemAxon
Molecular Formula C19H25N8O9P ChemAxon
InChI InChI=1S/C19H25N8O9P/c20-13-1-2-26(19(30)25-13)15-4-10(11(5-28)34-15)36-37(31,32)33-6-12-9(29)3-14(35-12)27-8-24-16-17(21)22-7-23-18(16)27/h1-2,7-12,14-15,28-29H,3-6H2,(H,31,32)(H2,20,25,30)(H2,21,22,23)/t9-,10+,11-,12+,14-,15+/m1/s1 ChemAxon
InChIKey InChIKey=LYWWDKIADIGKTH-NJTCAMEISA-N ChemAxon
Polar Surface Area (PSA) 242.99 ChemAxon
Refractivity 121.81 ChemAxon
Polarizability 50.25 ChemAxon
Rotatable Bond Count 8 ChemAxon
H Bond Acceptor Count 13 ChemAxon
H Bond Donor Count 5 ChemAxon
pKa (strongest acidic) 1.86 ChemAxon
pKa (strongest basic) 5 ChemAxon
Physiological Charge -1 ChemAxon
Number of Rings 5 ChemAxon
Bioavailability 0 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 1 ChemAxon

Target within organism

  • Ribonuclease pancreatic : in Human