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]acetic acid

• ChemBase ID: 125780
• Molecular Formular: C39H53N9O13S
• Molecular Mass: 887.95562
• Monoisotopic Mass: 887.3483538
• 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)O)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)O)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/C39H53N9O13S/c1-5-17(3)31-36(58)41-13-28(51)42-26-16-62(61)38-22(21-8-7-19(49)9-23(21)45-38)11-24(33(55)40-14-29(52)46-31)43-37(59)32(18(4)6-2)47-35(57)27-10-20(50)15-48(27)39(60)25(12-30(53)54)44-34(26)56/h7-9,17-18,20,24-27,31-32,45,49-50H,5-6,10-16H2,1-4H3,(H,40,55)(H,41,58)(H,42,51)(H,43,59)(H,44,56)(H,46,52)(H,47,57)(H,53,54)/t17-,18-,20+,24-,25-,26-,27-,31-,32-,62?/m0/s1
• InChIKey: HFENEIQMWRYNGK-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]acetic acid
• IUPAC Traditional name: amanullinic acid
• Synonyms: 1-L-Aspartic acid-3-isoleucine-alpha-amanitin; Amanullinic acid

Database IDs

• CAS Number: 54532-45-5
• PubChem SID: 162220127
• PubChem CID: 57473116; 171349
• Chemspider ID: 149798
• Wikipedia Title: Amanullinic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.646986
• H Acceptors: 13
• H Donor: 11
• LogD (pH = 5.5): -6.2343745
• LogD (pH = 7.4): -7.7145696
• Log P: -4.3843117
• Molar Refractivity: 216.2933 cm^3
• Polarizability: 85.7908 Å^3
• Polar Surface Area: 334.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false