(1S,11S,12R,16S)-14-(2,5-dimethoxyphenyl)-13,15-dioxo-10,14-diazatetracyclo[8.6.0.02,7.012,16]hexadeca-2(7),3,5,8-tetraene-11-carboxamide

• ChemBase ID: 192060
• Molecular Formular: C23H21N3O5
• Molecular Mass: 419.42994
• Monoisotopic Mass: 419.14812079
• SMILES: N1(C(=O)[C@H]2[C@@H](C1=O)[C@H](N1[C@@H]2c2c(C=C1)cccc2)C(=O)N)c1cc(ccc1OC)OC
• Canonical SMILES: COc1ccc(c(c1)N1C(=O)[C@@H]2[C@H](C1=O)[C@@H]1N([C@@H]2C(=O)N)C=Cc2c1cccc2)OC
• InChI: InChI=1S/C23H21N3O5/c1-30-13-7-8-16(31-2)15(11-13)26-22(28)17-18(23(26)29)20(21(24)27)25-10-9-12-5-3-4-6-14(12)19(17)25/h3-11,17-20H,1-2H3,(H2,24,27)/t17-,18+,19+,20-/m0/s1
• InChIKey: KWNKGIMQBJAHEY-NMLBUPMWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,11S,12R,16S)-14-(2,5-dimethoxyphenyl)-13,15-dioxo-10,14-diazatetracyclo[8.6.0.0^2,^7.0^1^2,^1^6]hexadeca-2(7),3,5,8-tetraene-11-carboxamide
• IUPAC Traditional name: (1S,11S,12R,16S)-14-(2,5-dimethoxyphenyl)-13,15-dioxo-10,14-diazatetracyclo[8.6.0.0^2,^7.0^1^2,^1^6]hexadeca-2(7),3,5,8-tetraene-11-carboxamide

Database IDs

• PubChem SID: 164247970
• PubChem CID: 6351945

CALCULATED PROPERTIES

• Acid pKa: 12.337678
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -0.25014982
• LogD (pH = 7.4): 1.0160381
• Log P: 1.126379
• Molar Refractivity: 111.3836 cm^3
• Polarizability: 42.819374 Å^3
• Polar Surface Area: 102.17 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Rotamers (2:1)
• Classification: Derivatives & analogs of Natural Compounds