{[hydroxy({2-[(3R)-3-[(1R)-1-hydroxyethyl]-6,12-dimethyl-4-thia-2,7,11,13-tetraazatricyclo[7.4.0.0^{3,7}]trideca-1(13),5,9,11-tetraen-5-yl]ethoxy})phosphoryl]oxy}phosphonic acid

• ChemBase ID: 3046
• Molecular Formular: C14H22N4O8P2S
• Molecular Mass: 468.359002
• Monoisotopic Mass: 468.06335794
• SMILES: C[C@@H](O)[C@@]12Nc3nc(C)ncc3CN1C(=C(CCO[P@@](=O)(O)OP(=O)(O)O)S2)C
• Canonical SMILES: Cc1ncc2c(n1)N[C@@]1(N(C2)C(=C(S1)CCO[P@](=O)(OP(=O)(O)O)O)C)[C@H](O)C
• InChI: InChI=1S/C14H22N4O8P2S/c1-8-12(4-5-25-28(23,24)26-27(20,21)22)29-14(9(2)19)17-13-11(7-18(8)14)6-15-10(3)16-13/h6,9,19H,4-5,7H2,1-3H3,(H,23,24)(H,15,16,17)(H2,20,21,22)/t9-,14-/m1/s1
• InChIKey: UQFVHIGKDHNMJT-YMTOWFKASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[hydroxy({2-[(3R)-3-[(1R)-1-hydroxyethyl]-6,12-dimethyl-4-thia-2,7,11,13-tetraazatricyclo[7.4.0.0^{3,7}]trideca-1(13),5,9,11-tetraen-5-yl]ethoxy})phosphoryl]oxy}phosphonic acid
• IUPAC Traditional name: [hydroxy(2-[(3R)-3-[(1R)-1-hydroxyethyl]-6,12-dimethyl-4-thia-2,7,11,13-tetraazatricyclo[7.4.0.0^{3,7}]trideca-1(13),5,9,11-tetraen-5-yl]ethoxy)phosphoryl]oxyphosphonic acid
• Synonyms: 2-{(9as)-9a-[(1s)-1-Hydroxyethyl]-2,7-Dimethyl-9a,10-Dihydro-5h-Pyrimido[4,5-D][1,3]Thiazolo[3,2-a]Pyrimidin-8-Yl}Ethyl Trihydrogen Diphosphate

Database IDs

• PubChem SID: 46505953; 160966493
• PubChem CID: 17754019

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.0515914
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -4.8392835
• LogD (pH = 7.4): -5.3691463
• Log P: -3.1921053
• Molar Refractivity: 110.3535 cm^3
• Polarizability: 40.898846 Å^3
• Polar Surface Area: 174.57 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.36
• LOG S: -2.21
• Solubility (Water): 2.87e+00 g/l

DETAILS

DrugBank - DB03361

Drug information: experimental