2-{2-[2-({[(2R,14S,15S)-14-ethynyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-methylbutanamido}pentanedioic acid

• ChemBase ID: 193559
• Molecular Formular: C33H47N3O8
• Molecular Mass: 613.74158
• Monoisotopic Mass: 613.33631548
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NC(C(=O)NC(C(=O)O)CCC(=O)O)C(C)C)/CC2)CCC2C1CC[C@]1(C2CC[C@@]1(C#C)O)C)C
• Canonical SMILES: CC(C(C(=O)NC(C(=O)O)CCC(=O)O)NC(=O)CO/N=C/1\CC[C@]2(C(=C1)CCC1C2CC[C@]2(C1CC[C@]2(O)C#C)C)C)C
• InChI: InChI=1S/C33H47N3O8/c1-6-33(43)16-13-24-22-8-7-20-17-21(11-14-31(20,4)23(22)12-15-32(24,33)5)36-44-18-26(37)35-28(19(2)3)29(40)34-25(30(41)42)9-10-27(38)39/h1,17,19,22-25,28,43H,7-16,18H2,2-5H3,(H,34,40)(H,35,37)(H,38,39)(H,41,42)/t22?,23?,24?,25?,28?,31-,32-,33+/m0/s1
• InChIKey: UBTSXEPZDNSQIV-CTVOYGOMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-({[(2R,14S,15S)-14-ethynyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-methylbutanamido}pentanedioic acid
• IUPAC Traditional name: 2-{2-[2-({[(2R,14S,15S)-14-ethynyl-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-ylidene]amino}oxy)acetamido]-3-methylbutanamido}pentanedioic acid

Database IDs

• PubChem SID: 164249469
• PubChem CID: 16398135

CALCULATED PROPERTIES

• Acid pKa: 3.701049
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -0.45992157
• LogD (pH = 7.4): -3.5652149
• Log P: 2.0719838
• Molar Refractivity: 160.669 cm^3
• Polarizability: 62.839855 Å^3
• Polar Surface Area: 174.62 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Description: 2 Diastereomers & Z/E Isomers
• Classification: Rare Derivatives of Natural Compounds