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

• ChemBase ID: 6109
• Molecular Formular: C19H13ClN2O6
• Molecular Mass: 400.76932
• Monoisotopic Mass: 400.04621383
• SMILES: O=C1NC(=O)C(=O)c2c1cccc2NC(=O)[C@@H](OC(=O)C)c1cccc(Cl)c1
• Canonical SMILES: CC(=O)O[C@H](C(=O)Nc1cccc2c1C(=O)C(=O)NC2=O)c1cccc(c1)Cl
• InChI: InChI=1S/C19H13ClN2O6/c1-9(23)28-16(10-4-2-5-11(20)8-10)19(27)21-13-7-3-6-12-14(13)15(24)18(26)22-17(12)25/h2-8,16H,1H3,(H,21,27)(H,22,25,26)/t16-/m0/s1
• InChIKey: OVSAMUIBGQSLDC-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 160969534; 99444969
• PubChem CID: 46937155

CALCULATED PROPERTIES

JChem

• Acid pKa: 5.5137386
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.3141432
• LogD (pH = 7.4): 0.98603076
• Log P: 2.6051435
• Molar Refractivity: 99.1357 cm^3
• Polarizability: 37.19241 Å^3
• Polar Surface Area: 118.64 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.5
• LOG S: -5.08
• Solubility (Water): 3.30e-03 g/l

DETAILS

DrugBank - DB08498

Drug information: experimental