(1S,2R,8S,9S)-9-{[2-(1H-indol-3-yl)ethyl]amino}-14-oxa-7-azatetracyclo[6.6.1.01,11.02,7]pentadec-10-en-13-one

• ChemBase ID: 212266
• Molecular Formular: C23H27N3O2
• Molecular Mass: 377.47938
• Monoisotopic Mass: 377.21032712
• SMILES: [C@@]123C(=C[C@@H]([C@@H](N4[C@@H]1CCCC4)C2)NCCc1c[nH]c2c1cccc2)CC(=O)O3
• Canonical SMILES: O=C1CC2=C[C@@H]([C@@H]3C[C@@]2(O1)[C@H]1CCCCN31)NCCc1c[nH]c2c1cccc2
• InChI: InChI=1S/C23H27N3O2/c27-22-12-16-11-19(20-13-23(16,28-22)21-7-3-4-10-26(20)21)24-9-8-15-14-25-18-6-2-1-5-17(15)18/h1-2,5-6,11,14,19-21,24-25H,3-4,7-10,12-13H2/t19-,20?,21+,23-/m0/s1
• InChIKey: DACSTSLWMITFKA-SKBGFHSJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,8S,9S)-9-{[2-(1H-indol-3-yl)ethyl]amino}-14-oxa-7-azatetracyclo[6.6.1.0^1,^1^1.0^2,^7]pentadec-10-en-13-one
• IUPAC Traditional name: (1S,2R,8S,9S)-9-{[2-(1H-indol-3-yl)ethyl]amino}-14-oxa-7-azatetracyclo[6.6.1.0^1,^1^1.0^2,^7]pentadec-10-en-13-one

Database IDs

• PubChem SID: 164268176
• PubChem CID: 11876693

CALCULATED PROPERTIES

• Acid pKa: 17.167439
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.3792958
• LogD (pH = 7.4): 0.032501698
• Log P: 2.5370483
• Molar Refractivity: 108.4735 cm^3
• Polarizability: 43.75823 Å^3
• Polar Surface Area: 57.36 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Genuine Natural Compounds