(10S,13S)-5-[(3R)-3,7-dimethylocta-1,6-dien-3-yl]-13-(hydroxymethyl)-9-methyl-10-(propan-2-yl)-3,9,12-triazatricyclo[6.6.1.04,15]pentadeca-1,4,6,8(15)-tetraen-11-one

• ChemBase ID: 128150
• Molecular Formular: C27H39N3O2
• Molecular Mass: 437.61746
• Monoisotopic Mass: 437.3042275
• SMILES: CN1[C@@H](C(C)C)C(=O)N[C@@H](Cc2c3c1ccc(c3[nH]c2)[C@](C=C)(C)CCC=C(C)C)CO
• Canonical SMILES: OC[C@H]1NC(=O)[C@H](C(C)C)N(c2c3c(C1)c[nH]c3c(cc2)[C@](CCC=C(C)C)(C=C)C)C
• InChI: InChI=1S/C27H39N3O2/c1-8-27(6,13-9-10-17(2)3)21-11-12-22-23-19(15-28-24(21)23)14-20(16-31)29-26(32)25(18(4)5)30(22)7/h8,10-12,15,18,20,25,28,31H,1,9,13-14,16H2,2-7H3,(H,29,32)/t20-,25-,27-/m0/s1
• InChIKey: KISDGNGREAJPQR-OICBGKIFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S,13S)-5-[(3R)-3,7-dimethylocta-1,6-dien-3-yl]-13-(hydroxymethyl)-9-methyl-10-(propan-2-yl)-3,9,12-triazatricyclo[6.6.1.0^4,^1^5]pentadeca-1,4,6,8(15)-tetraen-11-one
• IUPAC Traditional name: lyngbyatoxin-a
• Synonyms: Lyngbyatoxin-a; Lyngbyatoxin-a

Database IDs

• CAS Number: 70497-14-2
• PubChem SID: 162222464
• PubChem CID: 91706
• Wikipedia Title: Lyngbyatoxin-a

CALCULATED PROPERTIES

• Acid pKa: 13.141982
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 5.2859325
• LogD (pH = 7.4): 5.285932
• Log P: 5.2859325
• Molar Refractivity: 134.2518 cm^3
• Polarizability: 52.314148 Å^3
• Polar Surface Area: 68.36 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false