(2S,3S,4R,5R)-N-{3-[(4R)-4-[(1S,2S,5S,7S,10R,11S,14S,15R,16R)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-N-{3-[(2S,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamido]propyl}pentanamido]propyl}-2,3,4,5,6-pentahydroxyhexanamide

• ChemBase ID: 1658
• Molecular Formular: C42H75N3O15
• Molecular Mass: 862.056
• Monoisotopic Mass: 861.51981872
• SMILES: C[C@H](CCC(=O)N(CCCNC(=O)[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)CCCNC(=O)[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)[C@@H]1CC[C@H]2[C@@H]3CC[C@H]4C[C@@H](O)CC[C@]4(C)[C@H]3C[C@@H](O)[C@]12C
• Canonical SMILES: OC[C@H]([C@H]([C@@H]([C@@H](C(=O)NCCCN(C(=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)CCCNC(=O)[C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C42H75N3O15/c1-22(26-9-10-27-25-8-7-23-18-24(48)12-13-41(23,2)28(25)19-31(51)42(26,27)3)6-11-32(52)45(16-4-14-43-39(59)37(57)35(55)33(53)29(49)20-46)17-5-15-44-40(60)38(58)36(56)34(54)30(50)21-47/h22-31,33-38,46-51,53-58H,4-21H2,1-3H3,(H,43,59)(H,44,60)/t22-,23+,24+,25+,26+,27+,28+,29-,30-,31-,33-,34-,35+,36+,37+,38+,41+,42-/m1/s1
• InChIKey: OJSUWTDDXLCUFR-YVKIRAPASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5R)-N-{3-[(4R)-4-[(1S,2S,5S,7S,10R,11S,14S,15R,16R)-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-N-{3-[(2S,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamido]propyl}pentanamido]propyl}-2,3,4,5,6-pentahydroxyhexanamide
• IUPAC Traditional name: @deoxy-bigchap
• Synonyms: Deoxy-Bigchap

Database IDs

• PubChem SID: 46505499; 160965115
• PubChem CID: 46936249

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.701898
• H Acceptors: 15
• H Donor: 14
• LogD (pH = 5.5): -4.7774835
• LogD (pH = 7.4): -4.777505
• Log P: -4.7774835
• Molar Refractivity: 216.585 cm^3
• Polarizability: 86.51256 Å^3
• Polar Surface Area: 321.27 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -0.19
• LOG S: -3.38
• Solubility (Water): 3.61e-01 g/l

DETAILS

DrugBank - DB01890

Drug information: experimental