2-[(1R,4S,8R,10S,13S,16S,34S)-13,34-bis[(2S)-butan-2-yl]-8,22-dihydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27λ4-thia-3,6,12,15,25,29,32,35,38-nonaazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19,21,23-tetraen-4-yl]acetamide

• ChemBase ID: 125779
• Molecular Formular: C39H54N10O12S
• Molecular Mass: 886.97086
• Monoisotopic Mass: 886.36433822
• SMILES: O=C1NCC(=O)N[C@H](C(=O)NCC(=O)N[C@H]2CS(=O)c3c(C[C@@H]1NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H]1N(C(=O)[C@@H](NC2=O)CC(=O)N)C[C@@H](C1)O)c1c([nH]3)cc(cc1)O)[C@@H](C)CC
• Canonical SMILES: CC[C@@H]([C@@H]1NC(=O)[C@@H]2C[C@H](CN2C(=O)[C@H](CC(=O)N)NC(=O)[C@@H]2CS(=O)c3c(C[C@H](NC1=O)C(=O)NCC(=O)N[C@@H]([C@H](CC)C)C(=O)NCC(=O)N2)c1ccc(cc1[nH]3)O)O)C
• InChI: InChI=1S/C39H54N10O12S/c1-5-17(3)31-36(58)42-13-29(53)43-26-16-62(61)38-22(21-8-7-19(50)9-23(21)46-38)11-24(33(55)41-14-30(54)47-31)44-37(59)32(18(4)6-2)48-35(57)27-10-20(51)15-49(27)39(60)25(12-28(40)52)45-34(26)56/h7-9,17-18,20,24-27,31-32,46,50-51H,5-6,10-16H2,1-4H3,(H2,40,52)(H,41,55)(H,42,58)(H,43,53)(H,44,59)(H,45,56)(H,47,54)(H,48,57)/t17-,18-,20+,24-,25-,26-,27-,31-,32-,62?/m0/s1
• InChIKey: QQLVIKWYAVVKKF-XYDKGUIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,4S,8R,10S,13S,16S,34S)-13,34-bis[(2S)-butan-2-yl]-8,22-dihydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27λ^4-thia-3,6,12,15,25,29,32,35,38-nonaazapentacyclo[14.12.11.0^6,^1^0.0^1^8,^2^6.0^1^9,^2^4]nonatriaconta-18(26),19,21,23-tetraen-4-yl]acetamide
• IUPAC Traditional name: amanullin
• Synonyms: 3-Isoleucine-alpha-amanitin; Amanullin

Database IDs

• CAS Number: 21803-57-6
• PubChem SID: 162220126
• PubChem CID: 57473117; 114856
• Chemspider ID: 102814
• Wikipedia Title: Amanullin

CALCULATED PROPERTIES

• Acid pKa: 9.3857355
• H Acceptors: 12
• H Donor: 11
• LogD (pH = 5.5): -5.191309
• LogD (pH = 7.4): -5.195576
• Log P: -5.191254
• Molar Refractivity: 218.1155 cm^3
• Polarizability: 86.448296 Å^3
• Polar Surface Area: 340.42 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Soluble in ethanol, methanol; Soluble in water
• Apperance: Colorless, crystalline solid