(2S)-N-[(1S)-1-carbamoyl-2-{4-[(5S)-1,1,3-trioxo-1$l^{6},2-thiazolidin-5-yl]phenyl}ethyl]-2-acetamido-3-phenylpropanamide

• ChemBase ID: 5631
• Molecular Formular: C23H26N4O6S
• Molecular Mass: 486.54074
• Monoisotopic Mass: 486.15730557
• SMILES: [C@H]1(CC(=O)NS1(=O)=O)c1ccc(cc1)C[C@@H](C(=O)N)NC(=O)[C@@H](NC(=O)C)Cc1ccccc1
• Canonical SMILES: NC(=O)[C@H](Cc1ccc(cc1)[C@@H]1CC(=O)NS1(=O)=O)NC(=O)[C@H](Cc1ccccc1)NC(=O)C
• InChI: InChI=1S/C23H26N4O6S/c1-14(28)25-19(12-15-5-3-2-4-6-15)23(31)26-18(22(24)30)11-16-7-9-17(10-8-16)20-13-21(29)27-34(20,32)33/h2-10,18-20H,11-13H2,1H3,(H2,24,30)(H,25,28)(H,26,31)(H,27,29)/t18-,19-,20-/m0/s1
• InChIKey: UILYPHAKDBTKQV-UFYCRDLUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-[(1S)-1-carbamoyl-2-{4-[(5S)-1,1,3-trioxo-1$l^{6},2-thiazolidin-5-yl]phenyl}ethyl]-2-acetamido-3-phenylpropanamide
• IUPAC Traditional name: (2S)-N-[(1S)-1-carbamoyl-2-{4-[(5S)-1,1,3-trioxo-1$l^{6},2-thiazolidin-5-yl]phenyl}ethyl]-2-acetamido-3-phenylpropanamide
• Synonyms: ISOTHIAZOLIDINONE ANALOG

Database IDs

• PubChem SID: 99444474; 160969058
• PubChem CID: 9547915

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.9582794
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.1412762
• LogD (pH = 7.4): -1.2253382
• Log P: -0.28360024
• Molar Refractivity: 122.5442 cm^3
• Polarizability: 48.544827 Å^3
• Polar Surface Area: 164.53 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.46
• LOG S: -4.05
• Solubility (Water): 4.31e-02 g/l

DETAILS

DrugBank - DB08003

Drug information: experimental