(S)-phenyl[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)carbamoyl]methyl acetate

• ChemBase ID: 6108
• Molecular Formular: C19H14N2O6
• Molecular Mass: 366.32426
• Monoisotopic Mass: 366.08518618
• SMILES: O=C1NC(=O)C(=O)c2c1cccc2NC(=O)[C@@H](OC(=O)C)c1ccccc1
• Canonical SMILES: CC(=O)O[C@H](C(=O)Nc1cccc2c1C(=O)C(=O)NC2=O)c1ccccc1
• InChI: InChI=1S/C19H14N2O6/c1-10(22)27-16(11-6-3-2-4-7-11)19(26)20-13-9-5-8-12-14(13)15(23)18(25)21-17(12)24/h2-9,16H,1H3,(H,20,26)(H,21,24,25)/t16-/m0/s1
• InChIKey: NKBDSMREMMRFSI-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (S)-phenyl[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)carbamoyl]methyl acetate
• IUPAC Traditional name: (S)-phenyl[(1,3,4-trioxo-2H-isoquinolin-5-yl)carbamoyl]methyl acetate
• Synonyms: (1S)-2-oxo-1-phenyl-2-[(1,3,4-trioxo-1,2,3,4-tetrahydroisoquinolin-5-yl)amino]ethyl acetate

Database IDs

• PubChem SID: 160969533; 99444968
• PubChem CID: 24883486

CALCULATED PROPERTIES

JChem

• Acid pKa: 5.5137386
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.7100985
• LogD (pH = 7.4): 0.38198608
• Log P: 2.0010989
• Molar Refractivity: 94.3309 cm^3
• Polarizability: 35.257195 Å^3
• Polar Surface Area: 118.64 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.91
• LOG S: -4.46
• Solubility (Water): 1.26e-02 g/l

DETAILS

DrugBank - DB08497

Drug information: experimental