N-[(1S,2R,7R,10S,11S,14S,15S)-14-[(1S)-1-(dimethylamino)ethyl]-2,15-dimethyl-6-oxotetracyclo[8.7.0.02,7.011,15]heptadec-4-en-5-yl]benzamide

• ChemBase ID: 304199
• Molecular Formular: C30H42N2O2
• Molecular Mass: 462.66668
• Monoisotopic Mass: 462.32462859
• SMILES: C1=C(C(=O)[C@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)[C@@H](N(C)C)C)C)C)NC(=O)c1ccccc1
• Canonical SMILES: CN([C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC=C(C2=O)NC(=O)c1ccccc1)C)C
• InChI: InChI=1S/C30H42N2O2/c1-19(32(4)5)22-13-14-23-21-11-12-25-27(33)26(31-28(34)20-9-7-6-8-10-20)16-18-30(25,3)24(21)15-17-29(22,23)2/h6-10,16,19,21-25H,11-15,17-18H2,1-5H3,(H,31,34)/t19-,21-,22+,23-,24-,25-,29+,30+/m0/s1
• InChIKey: ZMAOKPMWBVUQPK-IWDJEAQTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(1S,2R,7R,10S,11S,14S,15S)-14-[(1S)-1-(dimethylamino)ethyl]-2,15-dimethyl-6-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-4-en-5-yl]benzamide
• IUPAC Traditional name: N-[(1S,2R,7R,10S,11S,14S,15S)-14-[(1S)-1-(dimethylamino)ethyl]-2,15-dimethyl-6-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-4-en-5-yl]benzamide
• Synonyms: Axillaridine A

Database IDs

• CAS Number: 128255-16-3

CALCULATED PROPERTIES

• Acid pKa: 13.357825
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.0627735
• LogD (pH = 7.4): 3.2848198
• Log P: 5.4666576
• Molar Refractivity: 139.4919 cm^3
• Polarizability: 53.975353 Å^3
• Polar Surface Area: 49.41 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder