(1s)-1-(9-Deazaadenin-9-Yl)-1,4,5-Trideoxy-1,4-Imino-5-Methylthio-D-Ribitol

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as pyrrolopyrimidines. These are compounds containing a pyrrolopyrimidine moiety, which consists of a pyrrole ring fused to a pyrimidine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Pyrrolopyrimidines

Organic compounds

Organoheterocyclic compounds

Pyrrolopyrimidines

Calculated Property

kind Value Source
logP -1.6 ALOGPS
logS -2.5 ALOGPS
Water Solubility 8.76e-01 g/l ALOGPS
logP -1.4 ChemAxon
IUPAC Name (2S,3S,4R,5S)-2-[(4R)-4-amino-3H,4H,5H-pyrrolo[3,2-d]pyrimidin-7-yl]-5-[(methylsulfanyl)methyl]pyrrolidine-3,4-diol ChemAxon
Traditional IUPAC Name (2S,3S,4R,5S)-2-[(4R)-4-amino-3H,4H,5H-pyrrolo[3,2-d]pyrimidin-7-yl]-5-[(methylsulfanyl)methyl]pyrrolidine-3,4-diol ChemAxon
Molecular Weight 297.377 ChemAxon
Monoisotopic Weight 297.125945567 ChemAxon
SMILES CSC[C@H]1N[C@H]([C@H](O)[C@@H]1O)C1=CNC2=C1N=CN[C@H]2N ChemAxon
Molecular Formula C12H19N5O2S ChemAxon
InChI InChI=1S/C12H19N5O2S/c1-20-3-6-10(18)11(19)8(17-6)5-2-14-9-7(5)15-4-16-12(9)13/h2,4,6,8,10-12,14,17-19H,3,13H2,1H3,(H,15,16)/t6-,8+,10-,11+,12-/m1/s1 ChemAxon
InChIKey InChIKey=YLCQGEBEQIBOOJ-XKBJCNPTSA-N ChemAxon
Polar Surface Area (PSA) 118.69 ChemAxon
Refractivity 79.17 ChemAxon
Polarizability 31.06 ChemAxon
Rotatable Bond Count 3 ChemAxon
H Bond Acceptor Count 6 ChemAxon
H Bond Donor Count 6 ChemAxon
pKa (strongest acidic) 12.93 ChemAxon
pKa (strongest basic) 8.64 ChemAxon
Physiological Charge 2 ChemAxon
Number of Rings 3 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • S-methyl-5′-thioadenosine phosphorylase : in Human
  • 5′-methylthioadenosine/S-adenosylhomocysteine nucleosidase : in Escherichia coli (strain K12)