(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

• ChemBase ID: 1916
• Molecular Formular: C12H19N5O2S
• Molecular Mass: 297.37656
• Monoisotopic Mass: 297.12594587
• SMILES: CSC[C@H]1N[C@H]([C@H](O)[C@@H]1O)c1c[nH]c2[C@H](N)NC=Nc12
• Canonical SMILES: CSC[C@H]1N[C@H]([C@@H]([C@@H]1O)O)c1c[nH]c2c1N=CN[C@H]2N
• 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
• InChIKey: YLCQGEBEQIBOOJ-XKBJCNPTSA-N

NAMES AND DATABASE IDS

Names

• 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
• IUPAC Traditional 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
• Synonyms: (1s)-1-(9-Deazaadenin-9-Yl)-1,4,5-Trideoxy-1,4-Imino-5-Methylthio-D-Ribitol

Database IDs

• PubChem SID: 160965371; 46508814
• PubChem CID: 46936314

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.925608
• H Acceptors: 6
• H Donor: 6
• LogD (pH = 5.5): -6.257709
• LogD (pH = 7.4): -2.847321
• Log P: -1.3643883
• Molar Refractivity: 79.1663 cm^3
• Polarizability: 30.531614 Å^3
• Polar Surface Area: 118.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.63
• LOG S: -2.53
• Solubility (Water): 8.76e-01 g/l

DETAILS

DrugBank - DB02158

Drug information: experimental