3-{2,4,7-trioxo-8-[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]-1,2,3,4,7,8-hexahydropteridin-6-yl}propanoic acid

• ChemBase ID: 3520
• Molecular Formular: C14H18N4O9
• Molecular Mass: 386.31412
• Monoisotopic Mass: 386.10737818
• SMILES: OC[C@@H](O)[C@H](O)[C@@H](O)Cn1c(=O)c(CCC(=O)O)nc2c1[nH]c(=O)[nH]c2=O
• Canonical SMILES: OC[C@H]([C@@H]([C@H](Cn1c(=O)c(CCC(=O)O)nc2c1[nH]c(=O)[nH]c2=O)O)O)O
• InChI: InChI=1S/C14H18N4O9/c19-4-7(21)10(24)6(20)3-18-11-9(12(25)17-14(27)16-11)15-5(13(18)26)1-2-8(22)23/h6-7,10,19-21,24H,1-4H2,(H,22,23)(H2,16,17,25,27)/t6-,7+,10+/m0/s1
• InChIKey: PTYCEIBBGGLADD-NYNCVSEMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{2,4,7-trioxo-8-[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]-1,2,3,4,7,8-hexahydropteridin-6-yl}propanoic acid
• IUPAC Traditional name: @carboxyethyllumazine
• Synonyms: Carboxyethyllumazine

Database IDs

• PubChem SID: 160966959; 46505607
• PubChem CID: 46936818

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.7276661
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -5.8083787
• LogD (pH = 7.4): -7.398986
• Log P: -4.0353675
• Molar Refractivity: 94.3248 cm^3
• Polarizability: 32.70836 Å^3
• Polar Surface Area: 209.09 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.2
• LOG S: -2.06
• Solubility (Water): 3.35e+00 g/l

DETAILS

DrugBank - DB03883

Drug information: experimental