(3S,6S)-1,6,7-trimethyl-3-(2-methylpropyl)-12-(phenylmethylidene)-1,4,7,10-tetraazacyclododecane-2,5,8,11-tetrone

• ChemBase ID: 129752
• Molecular Formular: C22H30N4O4
• Molecular Mass: 414.498
• Monoisotopic Mass: 414.22670546
• SMILES: O=C1N[C@H](C(=O)N(/C(=C/c2ccccc2)/C(=O)NCC(=O)N(C)[C@H]1C)C)CC(C)C
• Canonical SMILES: CC(C[C@@H]1NC(=O)[C@H](C)N(C)C(=O)CNC(=O)/C(=C\c2ccccc2)/N(C1=O)C)C
• InChI: InChI=1S/C22H30N4O4/c1-14(2)11-17-22(30)26(5)18(12-16-9-7-6-8-10-16)21(29)23-13-19(27)25(4)15(3)20(28)24-17/h6-10,12,14-15,17H,11,13H2,1-5H3,(H,23,29)(H,24,28)/t15-,17-/m0/s1
• InChIKey: SIIRBDOFKDACOK-RDJZCZTQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,6S)-1,6,7-trimethyl-3-(2-methylpropyl)-12-(phenylmethylidene)-1,4,7,10-tetraazacyclododecane-2,5,8,11-tetrone
• IUPAC Traditional name: (3S,6S)-1,6,7-trimethyl-3-(2-methylpropyl)-12-(phenylmethylidene)-1,4,7,10-tetraazacyclododecane-2,5,8,11-tetrone
• Synonyms: Tentoxin

Database IDs

• CAS Number: 28540-82-1
• PubChem SID: 162224041
• PubChem CID: 5281143; 6442695
• Chemspider ID: 4444584
• Wikipedia Title: Tentoxin

CALCULATED PROPERTIES

• Acid pKa: 11.282122
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.5455764
• LogD (pH = 7.4): 0.5455305
• Log P: 0.54558104
• Molar Refractivity: 114.3502 cm^3
• Polarizability: 43.752758 Å^3
• Polar Surface Area: 98.82 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 172–175 °C