(1R,11S,18S,20R,21R,22S)-4-[(aminooxy)methoxy]-5-methoxy-12-oxa-8,17-diazaheptacyclo[15.5.2.0^{1,18}.0^{2,7}.0^{8,22}.0^{11,21}.0^{15,20}]tetracosa-2,4,6,14-tetraen-9-one

• ChemBase ID: 112119
• Molecular Formular: C23H27N3O5
• Molecular Mass: 425.47758
• Monoisotopic Mass: 425.19507098
• SMILES: O=C1N2c3cc(OC)c(OCON)cc3[C@@]34[C@@H]2[C@@H]2[C@@H](OCC=C5[C@@H]2C[C@@H]3N(CC4)C5)C1
• Canonical SMILES: NOCOc1cc2c(cc1OC)N1[C@@H]3[C@@]42CCN2[C@H]4C[C@@H]4[C@H]3[C@H](CC1=O)OCC=C4C2
• InChI: InChI=1S/C23H27N3O5/c1-28-16-8-15-14(7-17(16)30-11-31-24)23-3-4-25-10-12-2-5-29-18-9-20(27)26(15)22(23)21(18)13(12)6-19(23)25/h2,7-8,13,18-19,21-22H,3-6,9-11,24H2,1H3/t13-,18-,19-,21-,22-,23+/m0/s1
• InChIKey: PBOLEFNSHGYUEH-IBTVXLQLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,11S,18S,20R,21R,22S)-4-[(aminooxy)methoxy]-5-methoxy-12-oxa-8,17-diazaheptacyclo[15.5.2.0^{1,18}.0^{2,7}.0^{8,22}.0^{11,21}.0^{15,20}]tetracosa-2,4,6,14-tetraen-9-one
• IUPAC Traditional name: (1R,11S,18S,20R,21R,22S)-4-[(aminooxy)methoxy]-5-methoxy-12-oxa-8,17-diazaheptacyclo[15.5.2.0^{1,18}.0^{2,7}.0^{8,22}.0^{11,21}.0^{15,20}]tetracosa-2,4,6,14-tetraen-9-one
• Synonyms: N-AMINOXY BRUCINE

Database IDs

• PubChem SID: 162106654
• PubChem CID: 71300209

CALCULATED PROPERTIES

• Acid pKa: 17.238462
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -2.9324772
• LogD (pH = 7.4): -1.2566376
• Log P: 0.18721914
• Molar Refractivity: 112.6056 cm^3
• Polarizability: 44.041187 Å^3
• Polar Surface Area: 86.49 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 05222633

MP Biomedicals Rare Chemical collection