(4R)-N-[5-(methoxymethyl)-1,3,4-thiadiazol-2-yl]-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamide

• ChemBase ID: 226209
• Molecular Formular: C28H45N3O5S
• Molecular Mass: 535.739
• Monoisotopic Mass: 535.30799256
• SMILES: [C@]12([C@H]([C@H]3[C@@H]([C@@]4([C@H](C[C@H]3O)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]2[C@H](O)C[C@H]2[C@]1(C)CC[C@H](C2)O)C
• InChI: InChI=1S/C28H45N3O5S/c1-15(5-8-23(35)29-26-31-30-24(37-26)14-36-4)18-6-7-19-25-20(13-22(34)28(18,19)3)27(2)10-9-17(32)11-16(27)12-21(25)33/h15-22,25,32-34H,5-14H2,1-4H3,(H,29,31,35)/t15-,16+,17-,18-,19+,20+,21-,22+,25+,27+,28-/m1/s1
• InChIKey: VHKMUFZVPDQMOO-JWLRDPACSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-N-[5-(methoxymethyl)-1,3,4-thiadiazol-2-yl]-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanamide
• IUPAC Traditional name: (4R)-N-[5-(methoxymethyl)-1,3,4-thiadiazol-2-yl]-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanamide

Database IDs

• PubChem SID: 164282119
• PubChem CID: 71692175

CALCULATED PROPERTIES

• Acid pKa: 10.328574
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 2.3250287
• LogD (pH = 7.4): 2.3245494
• Log P: 2.3250356
• Molar Refractivity: 144.7652 cm^3
• Polarizability: 56.033005 Å^3
• Polar Surface Area: 124.8 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds