{[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-sulfanylidene-6,9-dihydro-3H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 129866
• Molecular Formular: C10H13N4O7PS
• Molecular Mass: 364.271581
• Monoisotopic Mass: 364.02425641
• SMILES: O[C@H]1[C@@H](O)[C@H](n2cnc3c2[nH]cnc3=S)O[C@@H]1COP(=O)(O)O
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1[nH]cnc2=S)COP(=O)(O)O
• InChI: InChI=1S/C10H13N4O7PS/c15-6-4(1-20-22(17,18)19)21-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)23/h2-4,6-7,10,15-16H,1H2,(H,11,12,23)(H2,17,18,19)/t4-,6-,7-,10-/m1/s1
• InChIKey: ZKRFOXLVOKTUTA-KQYNXXCUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4R,5R)-3,4-dihydroxy-5-(6-sulfanylidene-6,9-dihydro-3H-purin-9-yl)oxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: thioinosinic acid
• Synonyms: Thioinosine monophosphate (TIMP); Thioinosinic acid

Database IDs

• CAS Number: 53-83-8
• PubChem SID: 162224152
• PubChem CID: 3034391
• Chemspider ID: 2298861
• Wikipedia Title: Thioinosinic_acid

CALCULATED PROPERTIES

• Acid pKa: 1.2224633
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -4.2872477
• LogD (pH = 7.4): -5.473804
• Log P: -3.5116045
• Molar Refractivity: 79.7622 cm^3
• Polarizability: 31.088028 Å^3
• Polar Surface Area: 158.66 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true