2-[(1R,4S,8R,10S,13S,16S,34S)-34-[(2S)-butan-2-yl]-13-[(2R,3R)-3,4-dihydroxybutan-2-yl]-8-hydroxy-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: 125777
• Molecular Formular: C39H53N9O14S
• Molecular Mass: 903.95502
• Monoisotopic Mass: 903.34326842
• 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)[C@@H](O)CO)NC(=O)[C@H]1N(C(=O)[C@@H](NC2=O)CC(=O)O)C[C@@H](C1)O)c1c([nH]3)cccc1)[C@@H](C)CC
• Canonical SMILES: OC[C@@H]([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)c1ccccc1[nH]3)O)C)O
• InChI: InChI=1S/C39H53N9O14S/c1-4-17(2)31-36(59)41-12-28(52)42-25-16-63(62)38-21(20-7-5-6-8-22(20)45-38)10-23(33(56)40-13-29(53)46-31)43-37(60)32(18(3)27(51)15-49)47-35(58)26-9-19(50)14-48(26)39(61)24(11-30(54)55)44-34(25)57/h5-8,17-19,23-27,31-32,45,49-51H,4,9-16H2,1-3H3,(H,40,56)(H,41,59)(H,42,52)(H,43,60)(H,44,57)(H,46,53)(H,47,58)(H,54,55)/t17-,18-,19+,23-,24-,25-,26-,27-,31-,32-,63?/m0/s1
• InChIKey: QCZXQEYEVLCQHL-MIBTZWEZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,4S,8R,10S,13S,16S,34S)-34-[(2S)-butan-2-yl]-13-[(2R,3R)-3,4-dihydroxybutan-2-yl]-8-hydroxy-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: amanin
• Synonyms: Amanin

Database IDs

• CAS Number: 21150-21-0
• PubChem SID: 162220124
• PubChem CID: 57472985; 30508
• Chemspider ID: 28316
• Wikipedia Title: Amanin

CALCULATED PROPERTIES

• Acid pKa: 3.6447527
• H Acceptors: 14
• H Donor: 12
• LogD (pH = 5.5): -8.40295
• LogD (pH = 7.4): -9.878571
• Log P: -6.5507717
• Molar Refractivity: 217.5038 cm^3
• Polarizability: 86.4842 Å^3
• Polar Surface Area: 354.86 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false