(1'R,2R,3'S,7'R)-4',4'-dimethyl-1,3-dihydro-9',14'-diazaspiro[indole-2,5'-tetracyclo[5.5.2.01,9.03,7]tetradecane]-3,8',13'-trione

• ChemBase ID: 126225
• Molecular Formular: C21H23N3O3
• Molecular Mass: 365.42562
• Monoisotopic Mass: 365.17394161
• SMILES: O=C1[C@@]23NC(=O)[C@@]4(C[C@H]3C([C@]3(C2)C(=O)c2ccccc2N3)(C)C)N1CCC4
• Canonical SMILES: O=C1N2CCC[C@@]32C[C@@H]2[C@]1(NC3=O)C[C@]1(C2(C)C)Nc2c(C1=O)cccc2
• InChI: InChI=1S/C21H23N3O3/c1-18(2)14-10-19-8-5-9-24(19)17(27)20(14,23-16(19)26)11-21(18)15(25)12-6-3-4-7-13(12)22-21/h3-4,6-7,14,22H,5,8-11H2,1-2H3,(H,23,26)/t14-,19+,20+,21-/m0/s1
• InChIKey: MWOFPQAPILIIPR-DJJZHVJBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1'R,2R,3'S,7'R)-4',4'-dimethyl-1,3-dihydro-9',14'-diazaspiro[indole-2,5'-tetracyclo[5.5.2.0^1,^9.0^3,^7]tetradecane]-3,8',13'-trione
• IUPAC Traditional name: brevianamide
• Synonyms: Brevianamid A and brevianamid B; Brevianamide

Database IDs

• CAS Number: 23402-09-7
• PubChem SID: 162220565
• PubChem CID: 25163935
• Chemspider ID: 21447237
• Wikipedia Title: Brevianamide

CALCULATED PROPERTIES

• Acid pKa: 10.788219
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.5662884
• LogD (pH = 7.4): 1.5661381
• Log P: 1.5662961
• Molar Refractivity: 99.3173 cm^3
• Polarizability: 37.944893 Å^3
• Polar Surface Area: 78.51 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true