methyl (1S,12S,14R,15E)-15-ethylidene-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate

• ChemBase ID: 306300
• Molecular Formular: C21H24N2O3
• Molecular Mass: 352.42686
• Monoisotopic Mass: 352.17869264
• SMILES: c1ccc2c(c1)c1c([nH]2)[C@H]2N3[C@@H](C1)C([C@H](C2)/C(=C\C)/C3)(CO)C(=O)OC
• Canonical SMILES: C/C=C\1/CN2[C@H]3C[C@H]1C([C@@H]2Cc1c3[nH]c2c1cccc2)(CO)C(=O)OC
• InChI: InChI=1S/C21H24N2O3/c1-3-12-10-23-17-9-15(12)21(11-24,20(25)26-2)18(23)8-14-13-6-4-5-7-16(13)22-19(14)17/h3-7,15,17-18,22,24H,8-11H2,1-2H3/b12-3-/t15-,17+,18+,21?/m1/s1
• InChIKey: RCEFXZXHYFOPIE-JLQCRAJZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,12S,14R,15E)-15-ethylidene-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.0^2,^1^0.0^4,^9.0^1^2,^1^7]octadeca-2(10),4,6,8-tetraene-13-carboxylate
• IUPAC Traditional name: akuammidine
• Synonyms: Akuammidine

Database IDs

• CAS Number: 639-36-1

CALCULATED PROPERTIES

• Acid pKa: 14.685886
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.2237102
• LogD (pH = 7.4): 2.0091262
• Log P: 2.0383856
• Molar Refractivity: 100.15 cm^3
• Polarizability: 39.953445 Å^3
• Polar Surface Area: 65.56 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder