7,8-dimethyl-2,4-dioxo-10-[(2R,3R,4R)-2,3,4-trihydroxy-5-(phosphonooxy)pentyl]-2H,3H,4H,10H-benzo[g]pteridin-5-ium-5-sulfonate

• ChemBase ID: 1921
• Molecular Formular: C17H21N4O12PS
• Molecular Mass: 536.407001
• Monoisotopic Mass: 536.06142976
• SMILES: Cc1cc2c(cc1C)[n+](c1c(=O)[nH]c(=O)nc1n2C[C@@H](O)[C@@H](O)[C@H](O)COP(=O)(O)O)S(=O)(=O)[O-]
• Canonical SMILES: O=c1[nH]c(=O)c2c(n1)n(C[C@H]([C@H]([C@@H](COP(=O)(O)O)O)O)O)c1c([n+]2S(=O)(=O)[O-])cc(c(c1)C)C
• InChI: InChI=1S/C17H21N4O12PS/c1-7-3-9-10(4-8(7)2)21(35(30,31)32)13-15(18-17(26)19-16(13)25)20(9)5-11(22)14(24)12(23)6-33-34(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H3-,19,25,26,27,28,29,30,31,32)/t11-,12-,14-/m1/s1
• InChIKey: ZLPUGFBBLGQWBS-YRGRVCCFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7,8-dimethyl-2,4-dioxo-10-[(2R,3R,4R)-2,3,4-trihydroxy-5-(phosphonooxy)pentyl]-2H,3H,4H,10H-benzo[g]pteridin-5-ium-5-sulfonate
• IUPAC Traditional name: @N-sulfo-flavin mononucleotide
• Synonyms: N-Sulfo-Flavin Mononucleotide

Database IDs

• PubChem SID: 46506833; 160965376
• PubChem CID: 46936317

CALCULATED PROPERTIES

JChem

• Acid pKa: -2.5121124
• H Acceptors: 13
• H Donor: 6
• LogD (pH = 5.5): -5.31555
• LogD (pH = 7.4): -7.074466
• Log P: -2.8843763
• Molar Refractivity: 115.0116 cm^3
• Polarizability: 45.042355 Å^3
• Polar Surface Area: 249.43 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 0.19
• LOG S: -2.35
• Solubility (Water): 2.63e+00 g/l

DETAILS

DrugBank - DB02164

Drug information: experimental