methyl (2R)-2-[(2S,4S,5R)-5-ethyl-7,17-diazatetracyclo[8.7.0.02,7.011,16]heptadeca-1(10),11,13,15-tetraen-4-yl]-3-hydroxypropanoate

• ChemBase ID: 304564
• Molecular Formular: C21H28N2O3
• Molecular Mass: 356.45862
• Monoisotopic Mass: 356.20999277
• SMILES: c1ccc2c(c1)c1c([nH]2)[C@H]2N(CC1)C[C@@H]([C@H](C2)[C@H](CO)C(=O)OC)CC
• Canonical SMILES: CC[C@H]1CN2CCc3c([C@@H]2C[C@@H]1[C@@H](C(=O)OC)CO)[nH]c1c3cccc1
• InChI: InChI=1S/C21H28N2O3/c1-3-13-11-23-9-8-15-14-6-4-5-7-18(14)22-20(15)19(23)10-16(13)17(12-24)21(25)26-2/h4-7,13,16-17,19,22,24H,3,8-12H2,1-2H3/t13-,16-,17-,19-/m0/s1
• InChIKey: UHOKSUGCIDKRQZ-UHEFJODHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-2-[(2S,4S,5R)-5-ethyl-7,17-diazatetracyclo[8.7.0.0^2,^7.0^1^1,^1^6]heptadeca-1(10),11,13,15-tetraen-4-yl]-3-hydroxypropanoate
• IUPAC Traditional name: methyl (2R)-2-[(2S,4S,5R)-5-ethyl-7,17-diazatetracyclo[8.7.0.0^2,^7.0^1^1,^1^6]heptadeca-1(10),11,13,15-tetraen-4-yl]-3-hydroxypropanoate
• Synonyms: (16R)-Dihydrositsirikine

Database IDs

• CAS Number: 6519-26-2

CALCULATED PROPERTIES

• Acid pKa: 15.193964
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.46340698
• LogD (pH = 7.4): 2.1238382
• Log P: 2.512424
• Molar Refractivity: 101.6924 cm^3
• Polarizability: 40.847477 Å^3
• Polar Surface Area: 65.56 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder