(2S)-2-{[(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-azabicyclo[3.2.0]heptan-2-yl]formamido}-3-(1H-indol-3-yl)propanoic acid

• ChemBase ID: 212523
• Molecular Formular: C19H21N3O6S
• Molecular Mass: 419.45154
• Monoisotopic Mass: 419.11510641
• SMILES: S1(=O)(=O)C([C@@H](N2[C@H]1CC2=O)C(=O)N[C@H](C(=O)O)Cc1c[nH]c2c1cccc2)(C)C
• Canonical SMILES: OC(=O)[C@H](Cc1c[nH]c2c1cccc2)NC(=O)[C@@H]1N2C(=O)C[C@H]2S(=O)(=O)C1(C)C
• InChI: InChI=1S/C19H21N3O6S/c1-19(2)16(22-14(23)8-15(22)29(19,27)28)17(24)21-13(18(25)26)7-10-9-20-12-6-4-3-5-11(10)12/h3-6,9,13,15-16,20H,7-8H2,1-2H3,(H,21,24)(H,25,26)/t13-,15+,16-/m0/s1
• InChIKey: OWTPIWMLZHECPN-IMJJTQAJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ^6-thia-1-azabicyclo[3.2.0]heptan-2-yl]formamido}-3-(1H-indol-3-yl)propanoic acid
• IUPAC Traditional name: (2S)-2-{[(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ^6-thia-1-azabicyclo[3.2.0]heptan-2-yl]formamido}-3-(1H-indol-3-yl)propanoic acid

Database IDs

• PubChem SID: 164268433
• PubChem CID: 16404509

CALCULATED PROPERTIES

• Acid pKa: 3.5893514
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -1.5784645
• LogD (pH = 7.4): -3.0195625
• Log P: 0.3271638
• Molar Refractivity: 101.2174 cm^3
• Polarizability: 41.51589 Å^3
• Polar Surface Area: 136.64 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds