(4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyloxy)phosphonic acid

• ChemBase ID: 3473
• Molecular Formular: C14H13N6O6P
• Molecular Mass: 392.263381
• Monoisotopic Mass: 392.0634188
• SMILES: Nc1nc2ncc(CNc3ccc(cc3)C(=O)OP(=O)(O)O)nc2c(=O)[nH]1
• Canonical SMILES: O=C(c1ccc(cc1)NCc1cnc2c(n1)c(=O)[nH]c(n2)N)OP(=O)(O)O
• InChI: InChI=1S/C14H13N6O6P/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)26-27(23,24)25/h1-4,6,16H,5H2,(H2,23,24,25)(H3,15,17,19,20,21)
• InChIKey: DNKVHXNVVYQUDC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoyloxy)phosphonic acid
• IUPAC Traditional name: 4-{[(2-amino-4-oxo-3H-pteridin-6-yl)methyl]amino}benzoyloxyphosphonic acid
• Synonyms: Phosphorylated Dihydropteroate

Database IDs

• PubChem SID: 160966912; 46506900
• PubChem CID: 656948

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.1647844
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -2.9097018
• LogD (pH = 7.4): -4.0242662
• Log P: -1.0214294
• Molar Refractivity: 94.5165 cm^3
• Polarizability: 34.033585 Å^3
• Polar Surface Area: 189.12 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.18
• LOG S: -2.88
• Solubility (Water): 5.16e-01 g/l

DETAILS

DrugBank - DB03830

Drug information: experimental