N-(6-amino-1-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-N-methyl-4-sulfamoylbenzamide

• ChemBase ID: 160483
• Molecular Formular: C13H15N5O5S
• Molecular Mass: 353.3537
• Monoisotopic Mass: 353.07938961
• SMILES: [nH]1c(=O)n(c(c(c1=O)N(C(=O)c1ccc(cc1)S(=O)(=O)N)C)N)C
• Canonical SMILES: O=C(N(c1c(=O)[nH]c(=O)n(c1N)C)C)c1ccc(cc1)S(=O)(=O)N
• InChI: InChI=1S/C13H15N5O5S/c1-17(9-10(14)18(2)13(21)16-11(9)19)12(20)7-3-5-8(6-4-7)24(15,22)23/h3-6H,14H2,1-2H3,(H2,15,22,23)(H,16,19,21)
• InChIKey: WZYBOBQSBKKFQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(6-amino-1-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-N-methyl-4-sulfamoylbenzamide
• IUPAC Traditional name: N-(6-amino-1-methyl-2,4-dioxo-3H-pyrimidin-5-yl)-N-methyl-4-sulfamoylbenzamide
• Synonyms: 4-(Aminosulfonyl)-N-(6-amino-1,2,3,4-tetrahydro-1-methyl-2,4-dioxo-5-pyrimidinyl)-N-methylBenzamide; 6-Amino-5-(4-sulfonamidobenzoyl)-N-(methylamino)-1-methyluracil

Database IDs

• CAS Number: 149981-39-5
• PubChem SID: 162254618
• PubChem CID: 3387167

CALCULATED PROPERTIES

• Acid pKa: 8.866996
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.5144134
• LogD (pH = 7.4): -1.5283995
• Log P: -1.5140916
• Molar Refractivity: 94.5958 cm^3
• Polarizability: 32.294407 Å^3
• Polar Surface Area: 155.9 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO
• Apperance: White Solid
• Melting Point: >300°C

REFERENCES

• J. Med. Chem., 38, 2639 (1993)
• Biochem. Biophys. Res. Commun., 198, 626 (1994)