(1S,2R,3R,13R,14R,16S)-3-(adamantane-1-carbonyl)-17,19-dioxa-4-azapentacyclo[14.2.1.02,14.04,13.07,12]nonadeca-5,7,9,11-tetraen-15-one

• ChemBase ID: 180703
• Molecular Formular: C27H29NO4
• Molecular Mass: 431.52346
• Monoisotopic Mass: 431.20965841
• SMILES: N12[C@H]([C@H]3[C@H]([C@@H]1c1c(C=C2)cccc1)C(=O)[C@@H]1O[C@@H]3CO1)C(=O)C12CC3CC(C1)CC(C2)C3
• Canonical SMILES: O=C1[C@H]2OC[C@@H](O2)[C@@H]2[C@@H]1[C@H]1N([C@H]2C(=O)C23CC4CC(C3)CC(C2)C4)C=Cc2c1cccc2
• InChI: InChI=1S/C27H29NO4/c29-24-21-20(19-13-31-26(24)32-19)23(28-6-5-17-3-1-2-4-18(17)22(21)28)25(30)27-10-14-7-15(11-27)9-16(8-14)12-27/h1-6,14-16,19-23,26H,7-13H2/t14?,15?,16?,19-,20-,21-,22+,23-,26+,27?/m1/s1
• InChIKey: WOZWCEATMHSNJX-JOFNGKCKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,3R,13R,14R,16S)-3-(adamantane-1-carbonyl)-17,19-dioxa-4-azapentacyclo[14.2.1.0^2,^1^4.0^4,^1^3.0^7,^1^2]nonadeca-5,7,9,11-tetraen-15-one
• IUPAC Traditional name: (1S,2R,3R,13R,14R,16S)-3-(adamantane-1-carbonyl)-17,19-dioxa-4-azapentacyclo[14.2.1.0^2,^1^4.0^4,^1^3.0^7,^1^2]nonadeca-5,7,9,11-tetraen-15-one

Database IDs

• PubChem SID: 164236613
• PubChem CID: 16395037

CALCULATED PROPERTIES

• Acid pKa: 13.305997
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.5080419
• LogD (pH = 7.4): 4.1018085
• Log P: 4.4026747
• Molar Refractivity: 118.1216 cm^3
• Polarizability: 46.39815 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds