(1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-12-[(2R)-1-[(1S,3R,4R)-4-(2-ethoxyethoxy)-3-methoxycyclohexyl]propan-2-yl]-1,18-dihydroxy-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.04,9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone

• ChemBase ID: 130494
• Molecular Formular: C55H87NO14
• Molecular Mass: 986.27758
• Monoisotopic Mass: 985.61265647
• SMILES: CCOCCO[C@@H]1CC[C@H](C[C@H]1OC)C[C@@H](C)[C@@H]1CC(=O)[C@@H](/C=C(/[C@H]([C@@H](C(=O)[C@@H](C[C@@H](/C=C/C=C/C=C(/[C@@H](C[C@@H]2CC[C@H]([C@@](O2)(C(=O)C(=O)N2CCCC[C@H]2C(=O)O1)O)C)OC)\C)C)C)OC)O)\C)C
• Canonical SMILES: CCOCCO[C@@H]1CC[C@H](C[C@H]1OC)C[C@H]([C@@H]1CC(=O)[C@H](C)/C=C(\C)/[C@@H](O)[C@H](OC)C(=O)[C@H](C)C[C@H](C)/C=C/C=C/C=C(/[C@@H](C[C@H]2O[C@](C(=O)C(=O)N3[C@H](C(=O)O1)CCCC3)(O)[C@H](C)CC2)OC)\C)C
• InChI: InChI=1S/C55H87NO14/c1-12-67-26-27-68-45-24-22-41(31-48(45)65-10)30-37(5)47-33-44(57)36(4)29-39(7)50(59)51(66-11)49(58)38(6)28-34(2)18-14-13-15-19-35(3)46(64-9)32-42-23-21-40(8)55(63,70-42)52(60)53(61)56-25-17-16-20-43(56)54(62)69-47/h13-15,18-19,29,34,36-38,40-43,45-48,50-51,59,63H,12,16-17,20-28,30-33H2,1-11H3/b15-13+,18-14+,35-19+,39-29+/t34-,36-,37-,38-,40-,41+,42+,43+,45-,46+,47+,48-,50-,51+,55-/m1/s1
• InChIKey: YYSFXUWWPNHNAZ-PKJQJFMNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,9S,12S,15R,16E,18R,19R,21R,23S,24E,26E,28E,30S,32S,35R)-12-[(2R)-1-[(1S,3R,4R)-4-(2-ethoxyethoxy)-3-methoxycyclohexyl]propan-2-yl]-1,18-dihydroxy-19,30-dimethoxy-15,17,21,23,29,35-hexamethyl-11,36-dioxa-4-azatricyclo[30.3.1.0^4,^9]hexatriaconta-16,24,26,28-tetraene-2,3,10,14,20-pentone
• IUPAC Traditional name: umirolimus
• Brand Name: Biolimus, Biolimus A9, BA9
• Synonyms: Umirolimus

Database IDs

• CAS Number: 851536-75-9
• PubChem SID: 162224773
• PubChem CID: 11158972
• Chemspider ID: 24582455
• Wikipedia Title: Umirolimus

CALCULATED PROPERTIES

• Acid pKa: 9.963753
• H Acceptors: 13
• H Donor: 2
• LogD (pH = 5.5): 8.403784
• LogD (pH = 7.4): 8.402616
• Log P: 8.403799
• Molar Refractivity: 271.2065 cm^3
• Polarizability: 105.7857 Å^3
• Polar Surface Area: 193.66 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false