6-amino-1,2-dihydropyrimidin-2-one

• ChemBase ID: 126843
• Molecular Formular: C4H5N3O
• Molecular Mass: 111.102
• Monoisotopic Mass: 111.0432618
• SMILES: c1cnc(=O)[nH]c1N
• Canonical SMILES: Nc1ccnc(=O)[nH]1
• InChI: InChI=1S/C4H5N3O/c5-3-1-2-6-4(8)7-3/h1-2H,(H3,5,6,7,8)
• InChIKey: OPTASPLRGRRNAP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: 2(1H)-pyrimidinone, 6-amino-
• Synonyms: 4-amino-1H-pyrimidine-2-one; Cytosine

Database IDs

• CAS Number: 71-30-7
• PubChem SID: 162221170
• PubChem CID: 597
• CHEBI ID: 16040
• CHEMBL: 15913
• Chemspider ID: 577
• KEGG ID: C00380
• MeSH Name: Cytosine
• Unique Ingredient Identifier: 8J337D1HZY
• Wikipedia Title: Cytosine

CALCULATED PROPERTIES

• Acid pKa: 9.827182
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.1561831
• LogD (pH = 7.4): -1.1491709
• Log P: -1.1476058
• Molar Refractivity: 38.0148 cm^3
• Polarizability: 10.264828 Å^3
• Polar Surface Area: 67.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 320 - 325°C (decomp.)
• Density: 1.55 g/cm^3 (calculated)
• pKa: 4.45 (secondary), 12.2 (primary)