8-[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]-1,2,3,4,5,6,7,8-octahydropteridine-2,4,6,7-tetrone

• ChemBase ID: 1966
• Molecular Formular: C11H14N4O8
• Molecular Mass: 330.25086
• Monoisotopic Mass: 330.08116343
• SMILES: OC[C@@H](O)[C@H](O)[C@@H](O)Cn1c(=O)c(=O)[nH]c2c1[nH]c(=O)[nH]c2=O
• Canonical SMILES: OC[C@H]([C@@H]([C@H](Cn1c(=O)c(=O)[nH]c2c1[nH]c(=O)[nH]c2=O)O)O)O
• InChI: InChI=1S/C11H14N4O8/c16-2-4(18)6(19)3(17)1-15-7-5(12-9(21)10(15)22)8(20)14-11(23)13-7/h3-4,6,16-19H,1-2H2,(H,12,21)(H2,13,14,20,23)/t3-,4+,6+/m0/s1
• InChIKey: MIBROOURCUHKMD-MRKVFDINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]-1,2,3,4,5,6,7,8-octahydropteridine-2,4,6,7-tetrone
• IUPAC Traditional name: 8-[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]-3,5-dihydro-1H-pteridine-2,4,6,7-tetrone
• Synonyms: 6,7-Dioxo-5h-8-Ribitylaminolumazine

Database IDs

• PubChem SID: 46507403; 160965421
• PubChem CID: 46936323

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.0574517
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -4.7878957
• LogD (pH = 7.4): -5.1956906
• Log P: -4.777293
• Molar Refractivity: 79.6455 cm^3
• Polarizability: 27.165947 Å^3
• Polar Surface Area: 188.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -1.97
• LOG S: -1.3
• Solubility (Water): 1.64e+01 g/l

DETAILS

DrugBank - DB02214

Drug information: experimental