methyl (2S)-2-{[(1S,9R)-6-oxo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-diene-11-carbonyl]amino}-3-phenylpropanoate

• ChemBase ID: 120303
• Molecular Formular: C22H25N3O4
• Molecular Mass: 395.4516
• Monoisotopic Mass: 395.1845063
• SMILES: n12c([C@@H]3CN(C(=O)N[C@H](C(=O)OC)Cc4ccccc4)C[C@H](C2)C3)cccc1=O
• Canonical SMILES: COC(=O)[C@@H](NC(=O)N1C[C@H]2C[C@@H](C1)c1n(C2)c(=O)ccc1)Cc1ccccc1
• InChI: InChI=1S/C22H25N3O4/c1-29-21(27)18(11-15-6-3-2-4-7-15)23-22(28)24-12-16-10-17(14-24)19-8-5-9-20(26)25(19)13-16/h2-9,16-18H,10-14H2,1H3,(H,23,28)/t16?,17?,18-/m0/s1
• InChIKey: PUHDJDBSTTUKPT-ABHNRTSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-{[(1S,9R)-6-oxo-7,11-diazatricyclo[7.3.1.0^2,^7]trideca-2,4-diene-11-carbonyl]amino}-3-phenylpropanoate
• IUPAC Traditional name: methyl (2S)-2-[(1S,9R)-6-oxo-7,11-diazatricyclo[7.3.1.0^2,^7]trideca-2,4-diene-11-carbonylamino]-3-phenylpropanoate
• Synonyms: (S)-methyl 2-((1R,5R)-8-oxo-2,3,4,5,6,8-hexahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocine-3-carboxamido)-3-phenylpropanoate

Database IDs

• PubChem SID: 162214656
• PubChem CID: 71308019

CALCULATED PROPERTIES

• Acid pKa: 14.706821
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.069187
• LogD (pH = 7.4): 1.0691872
• Log P: 1.0691872
• Molar Refractivity: 110.0342 cm^3
• Polarizability: 41.4631 Å^3
• Polar Surface Area: 78.95 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true