(12R,13R)-15-[5-(3-chloro-2H-pyrrol-2-ylidene)-3-methoxy-2,5-dihydrofuran-2-ylidene]-13-(propan-2-yl)-2-azatricyclo[10.2.1.13,14]hexadeca-1(14),3(16)-diene

• ChemBase ID: 129303
• Molecular Formular: C27H33ClN2O2
• Molecular Mass: 453.01612
• Monoisotopic Mass: 452.22305599
• SMILES: ClC1=CC=N/C/1=c\1/o/c(=C/2\c3[nH]c4cc3[C@H](C(C)C)[C@H]2CCCCCCCC4)/c(OC)c1
• Canonical SMILES: COc1c/c(=C/2\N=CC=C2Cl)/o/c/1=C/1\c2[nH]c3cc2[C@@H]([C@H]1CCCCCCCC3)C(C)C
• InChI: InChI=1S/C27H33ClN2O2/c1-16(2)23-18-11-9-7-5-4-6-8-10-17-14-19(23)25(30-17)24(18)27-22(31-3)15-21(32-27)26-20(28)12-13-29-26/h12-16,18,23,30H,4-11H2,1-3H3/b26-21+,27-24-/t18-,23-/m1/s1
• InChIKey: XEQIXGXEBJYNMG-LSEFVYNJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (12R,13R)-15-[5-(3-chloro-2H-pyrrol-2-ylidene)-3-methoxy-2,5-dihydrofuran-2-ylidene]-13-(propan-2-yl)-2-azatricyclo[10.2.1.1^3,^1^4]hexadeca-1(14),3(16)-diene
• IUPAC Traditional name: (12R,13R)-15-[5-(3-chloropyrrol-2-ylidene)-3-methoxyfuran-2-ylidene]-13-isopropyl-2-azatricyclo[10.2.1.1^3,^1^4]hexadeca-1(14),3(16)-diene
• Synonyms: Roseophilin

Database IDs

• CAS Number: 142386-38-7
• PubChem SID: 162223597
• PubChem CID: 5467324; 71308265
• CHEMBL: 1945189
• Chemspider ID: 4578301
• Wikipedia Title: Roseophilin

CALCULATED PROPERTIES

• Acid pKa: 15.981519
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 5.489981
• LogD (pH = 7.4): 5.5021853
• Log P: 5.502343
• Molar Refractivity: 136.5899 cm^3
• Polarizability: 50.366177 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false