N-[(3S,6S,12R,15S,16R,19S,22S)-3-benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentaazatricyclo[20.4.0.06,10]hexacosan-15-yl]-3-hydroxypyridine-2-carboxamide

• ChemBase ID: 130156
• Molecular Formular: C43H49N7O10
• Molecular Mass: 823.89006
• Monoisotopic Mass: 823.3540908
• SMILES: O=C1[C@H](Cc2ccccc2)N(C)C(=O)[C@H]2N(CCC2)C(=O)[C@H](NC(=O)[C@H]([C@H](OC(=O)[C@@H](NC(=O)[C@H]2N1CCC(=O)C2)c1ccccc1)C)NC(=O)c1ncccc1O)CC
• Canonical SMILES: CC[C@H]1NC(=O)[C@@H](NC(=O)c2ncccc2O)[C@@H](C)OC(=O)[C@@H](NC(=O)[C@H]2N(C(=O)[C@@H](N(C(=O)[C@H]3N(C1=O)CCC3)C)Cc1ccccc1)CCC(=O)C2)c1ccccc1
• InChI: InChI=1S/C43H49N7O10/c1-4-29-40(56)49-21-12-17-30(49)41(57)48(3)32(23-26-13-7-5-8-14-26)42(58)50-22-19-28(51)24-31(50)37(53)47-35(27-15-9-6-10-16-27)43(59)60-25(2)34(38(54)45-29)46-39(55)36-33(52)18-11-20-44-36/h5-11,13-16,18,20,25,29-32,34-35,52H,4,12,17,19,21-24H2,1-3H3,(H,45,54)(H,46,55)(H,47,53)/t25-,29-,30+,31+,32+,34+,35+/m1/s1
• InChIKey: FEPMHVLSLDOMQC-IYPFLVAKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(3S,6S,12R,15S,16R,19S,22S)-3-benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentaazatricyclo[20.4.0.0^6,^1^0]hexacosan-15-yl]-3-hydroxypyridine-2-carboxamide
• IUPAC Traditional name: virginiamycin S1
• Synonyms: Virginiamycin S1

Database IDs

• CAS Number: 23152-29-6
• PubChem SID: 162224440
• PubChem CID: 5388936
• Wikipedia Title: Virginiamycin_S1

CALCULATED PROPERTIES

• Acid pKa: 7.529842
• H Acceptors: 10
• H Donor: 4
• LogD (pH = 5.5): 1.8491545
• LogD (pH = 7.4): 1.6192802
• Log P: 1.8531505
• Molar Refractivity: 213.2372 cm^3
• Polarizability: 82.944954 Å^3
• Polar Surface Area: 224.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false