(2S,3S,5S,7S,10S,16S,19S,22S,27S)-16-[(2S)-butan-2-yl]-7-tert-butyl-3-hydroxy-22-[(4-methoxyphenyl)methyl]-2,5,17,19,20,25-hexamethyl-8-oxa-29-thia-14,17,20,23,30-pentaazatricyclo[25.2.1.010,14]triaconta-1(30),25-diene-9,15,18,21,24-pentone

• ChemBase ID: 130468
• Molecular Formular: C45H69N5O8S
• Molecular Mass: 840.12306
• Monoisotopic Mass: 839.48668519
• SMILES: N1[C@@H](Cc2ccc(OC)cc2)C(=O)N(C)[C@@H](C)C(=O)N(C)[C@H]([C@@H](C)CC)C(=O)N2CCC[C@H]2C(=O)O[C@@H](C[C@@H](C)C[C@H](O)[C@H](C)C2=N[C@H](CS2)/C=C(\C)/C1=O)C(C)(C)C
• Canonical SMILES: COc1ccc(cc1)C[C@@H]1NC(=O)/C(=C/[C@H]2CSC(=N2)[C@@H](C)[C@@H](O)C[C@H](C)C[C@H](OC(=O)[C@H]2N(C(=O)[C@H](N(C(=O)[C@@H](N(C1=O)C)C)C)[C@H](CC)C)CCC2)C(C)(C)C)/C
• InChI: InChI=1S/C45H69N5O8S/c1-13-27(3)38-43(55)50-20-14-15-35(50)44(56)58-37(45(7,8)9)22-26(2)21-36(51)29(5)40-46-32(25-59-40)23-28(4)39(52)47-34(24-31-16-18-33(57-12)19-17-31)42(54)48(10)30(6)41(53)49(38)11/h16-19,23,26-27,29-30,32,34-38,51H,13-15,20-22,24-25H2,1-12H3,(H,47,52)/t26-,27-,29-,30-,32-,34-,35-,36-,37-,38-/m0/s1
• InChIKey: KXUJXPZXILTXDA-XORJCZIXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,5S,7S,10S,16S,19S,22S,27S)-16-[(2S)-butan-2-yl]-7-tert-butyl-3-hydroxy-22-[(4-methoxyphenyl)methyl]-2,5,17,19,20,25-hexamethyl-8-oxa-29-thia-14,17,20,23,30-pentaazatricyclo[25.2.1.0^1^0,^1^4]triaconta-1(30),25-diene-9,15,18,21,24-pentone
• IUPAC Traditional name: (2S,3S,5S,7S,10S,16S,19S,22S,27S)-16-[(2S)-butan-2-yl]-7-tert-butyl-3-hydroxy-22-[(4-methoxyphenyl)methyl]-2,5,17,19,20,25-hexamethyl-8-oxa-29-thia-14,17,20,23,30-pentaazatricyclo[25.2.1.0^1^0,^1^4]triaconta-1(30),25-diene-9,15,18,21,24-pentone
• Synonyms: Apratoxin A

Database IDs

• CAS Number: 350791-64-9
• PubChem SID: 162224747
• PubChem CID: 6326668
• CHEBI ID: 35212
• CHEMBL: 501696
• Chemspider ID: 4885482
• Wikipedia Title: Apratoxin_A

CALCULATED PROPERTIES

• Acid pKa: 12.904885
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 5.4750695
• LogD (pH = 7.4): 5.4873796
• Log P: 5.48754
• Molar Refractivity: 230.6715 cm^3
• Polarizability: 90.46198 Å^3
• Polar Surface Area: 158.15 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false