(1R,2R,3S,13R,14S,16S)-3-(adamantane-1-carbonyl)-17,19-dioxa-4-azapentacyclo[14.2.1.02,14.04,13.05,10]nonadeca-5(10),6,8,11-tetraen-15-one

• ChemBase ID: 186333
• Molecular Formular: C27H29NO4
• Molecular Mass: 431.52346
• Monoisotopic Mass: 431.20965841
• SMILES: N12[C@@H]([C@@H]3[C@H]([C@H]1C(=O)C14CC5CC(C1)CC(C4)C5)[C@H]1O[C@@H](C3=O)OC1)C=Cc1c2cccc1
• Canonical SMILES: O=C1[C@H]2OC[C@H](O2)[C@@H]2[C@H]1[C@H]1C=Cc3c(N1[C@@H]2C(=O)C12CC4CC(C2)CC(C1)C4)cccc3
• InChI: InChI=1S/C27H29NO4/c29-24-21-19-6-5-17-3-1-2-4-18(17)28(19)23(22(21)20-13-31-26(24)32-20)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: XXTVWAHGGFLWMY-QWFFBVJESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,3S,13R,14S,16S)-3-(adamantane-1-carbonyl)-17,19-dioxa-4-azapentacyclo[14.2.1.0^2,^1^4.0^4,^1^3.0^5,^1^0]nonadeca-5(10),6,8,11-tetraen-15-one
• IUPAC Traditional name: (1R,2R,3S,13R,14S,16S)-3-(adamantane-1-carbonyl)-17,19-dioxa-4-azapentacyclo[14.2.1.0^2,^1^4.0^4,^1^3.0^5,^1^0]nonadeca-5(10),6,8,11-tetraen-15-one

Database IDs

• PubChem SID: 164242243
• PubChem CID: 16396555

CALCULATED PROPERTIES

• Acid pKa: 14.2861595
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 4.795897
• LogD (pH = 7.4): 4.795897
• Log P: 4.795897
• Molar Refractivity: 119.478 cm^3
• Polarizability: 46.40652 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds