ethyl 4-{[(3R,3'S,5'S)-5-bromo-5'-(2-carbamoylethyl)-2-oxo-1,2-dihydrospiro[indole-3,2'-pyrrolidine]-3'-yl]amido}benzoate

• ChemBase ID: 220302
• Molecular Formular: C24H25BrN4O5
• Molecular Mass: 529.3831
• Monoisotopic Mass: 528.10083192
• SMILES: [C@]12([C@@H](C(=O)Nc3ccc(C(=O)OCC)cc3)C[C@@H](N2)CCC(=O)N)C(=O)Nc2c1cc(cc2)Br
• Canonical SMILES: CCOC(=O)c1ccc(cc1)NC(=O)[C@H]1C[C@@H](N[C@@]21C(=O)Nc1c2cc(Br)cc1)CCC(=O)N
• InChI: InChI=1S/C24H25BrN4O5/c1-2-34-22(32)13-3-6-15(7-4-13)27-21(31)18-12-16(8-10-20(26)30)29-24(18)17-11-14(25)5-9-19(17)28-23(24)33/h3-7,9,11,16,18,29H,2,8,10,12H2,1H3,(H2,26,30)(H,27,31)(H,28,33)/t16-,18+,24-/m0/s1
• InChIKey: CNSWEPNDOGXXBU-GXYVPTEVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-{[(3R,3'S,5'S)-5-bromo-5'-(2-carbamoylethyl)-2-oxo-1,2-dihydrospiro[indole-3,2'-pyrrolidine]-3'-yl]amido}benzoate
• IUPAC Traditional name: ethyl 4-[(3R,3'S,5'S)-5-bromo-5'-(2-carbamoylethyl)-2-oxo-1H-spiro[indole-3,2'-pyrrolidine]-3'-ylamido]benzoate

Database IDs

• PubChem SID: 164276212
• PubChem CID: 17572124

CALCULATED PROPERTIES

• Acid pKa: 12.388501
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.20538075
• LogD (pH = 7.4): 1.5256662
• Log P: 2.362819
• Molar Refractivity: 130.6522 cm^3
• Polarizability: 49.293423 Å^3
• Polar Surface Area: 139.62 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds