2-{2-[2-({[(1S,2R,10R,11S,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}-4-(methylsulfanyl)butanoic acid

• ChemBase ID: 210548
• Molecular Formular: C33H49N3O6S
• Molecular Mass: 615.82366
• Monoisotopic Mass: 615.3342073
• SMILES: [C@@]12(C(=C/C(=N/OCC(=O)NC(C(=O)NC(C(=O)O)CCSC)C(C)C)/CC2)CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@@]1(C#C)O)C)C
• Canonical SMILES: CSCCC(C(=O)O)NC(=O)C(C(C)C)NC(=O)CO/N=C/1\CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O)C#C)C)C
• InChI: InChI=1S/C33H49N3O6S/c1-7-33(41)16-12-25-23-9-8-21-18-22(10-14-31(21,4)24(23)11-15-32(25,33)5)36-42-19-27(37)35-28(20(2)3)29(38)34-26(30(39)40)13-17-43-6/h1,18,20,23-26,28,41H,8-17,19H2,2-6H3,(H,34,38)(H,35,37)(H,39,40)/t23-,24+,25+,26?,28?,31+,32+,33-/m1/s1
• InChIKey: FRXNTGWAGPVGFD-PIBIPLDTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-({[(1S,2R,10R,11S,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}-4-(methylsulfanyl)butanoic acid
• IUPAC Traditional name: 2-{2-[2-({[(1S,2R,10R,11S,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}-4-(methylsulfanyl)butanoic acid

Database IDs

• PubChem SID: 164266458
• PubChem CID: 16403349

CALCULATED PROPERTIES

• Acid pKa: 3.972284
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 2.145822
• LogD (pH = 7.4): 0.5878448
• Log P: 3.3198428
• Molar Refractivity: 166.9673 cm^3
• Polarizability: 65.320496 Å^3
• Polar Surface Area: 137.32 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

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