(4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-N-[5-(methoxymethyl)-1,3,4-thiadiazol-2-yl]pentanamide

• ChemBase ID: 226022
• Molecular Formular: C28H45N3O4S
• Molecular Mass: 519.7396
• Monoisotopic Mass: 519.31307794
• SMILES: [C@]12([C@H]([C@H]3[C@@H]([C@@]4([C@H](CC3)C[C@@H](CC4)O)C)C[C@@H]1O)CC[C@@H]2[C@@H](CCC(=O)Nc1sc(nn1)COC)C)C
• Canonical SMILES: COCc1nnc(s1)NC(=O)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)[C@@H](O)C[C@H]1[C@H]2CC[C@H]2[C@]1(C)CC[C@H](C2)O)C
• InChI: InChI=1S/C28H45N3O4S/c1-16(5-10-24(34)29-26-31-30-25(36-26)15-35-4)20-8-9-21-19-7-6-17-13-18(32)11-12-27(17,2)22(19)14-23(33)28(20,21)3/h16-23,32-33H,5-15H2,1-4H3,(H,29,31,34)/t16-,17-,18-,19+,20-,21+,22+,23+,27+,28-/m1/s1
• InChIKey: VZLBRZOBTSFPEW-CNZWOIIDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-N-[5-(methoxymethyl)-1,3,4-thiadiazol-2-yl]pentanamide
• IUPAC Traditional name: (4R)-4-[(1S,2S,5R,7R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-N-[5-(methoxymethyl)-1,3,4-thiadiazol-2-yl]pentanamide

Database IDs

• PubChem SID: 164281932
• PubChem CID: 71692010

CALCULATED PROPERTIES

• Acid pKa: 10.328574
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 3.6337938
• LogD (pH = 7.4): 3.6333144
• Log P: 3.6338005
• Molar Refractivity: 143.1727 cm^3
• Polarizability: 55.384583 Å^3
• Polar Surface Area: 104.57 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds