[2,3-bis(hexadecanoyloxy)propoxy]({2-[(2S)-2-[(4R)-4-carbamoyl-4-[(2S)-2-[(2R)-2-{[(2R,3R,4R,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}propanamido]propanamido]butanamido]propanamido]ethoxy})phosphinic acid

• ChemBase ID: 128403
• Molecular Formular: C59H109N6O19P
• Molecular Mass: 1237.499321
• Monoisotopic Mass: 1236.74851193
• SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCNC(=O)[C@H](C)NC(=O)CC[C@@H](NC(=O)[C@H](C)NC(=O)[C@@H](C)O[C@H]1C(O)[C@@H](CO)O[C@@H](O)[C@@H]1NC(=O)C)C(=O)N)OC(=O)CCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC(COP(=O)(OCCNC(=O)[C@@H](NC(=O)CC[C@H](C(=O)N)NC(=O)[C@@H](NC(=O)[C@H](O[C@@H]1[C@@H](NC(=O)C)[C@H](O)O[C@@H](C1O)CO)C)C)C)O)COC(=O)CCCCCCCCCCCCCCC
• InChI: InChI=1S/C59H109N6O19P/c1-7-9-11-13-15-17-19-21-23-25-27-29-31-33-50(69)79-40-46(83-51(70)34-32-30-28-26-24-22-20-18-16-14-12-10-8-2)41-81-85(77,78)80-38-37-61-56(73)42(3)62-49(68)36-35-47(55(60)72)65-57(74)43(4)63-58(75)44(5)82-54-52(64-45(6)67)59(76)84-48(39-66)53(54)71/h42-44,46-48,52-54,59,66,71,76H,7-41H2,1-6H3,(H2,60,72)(H,61,73)(H,62,68)(H,63,75)(H,64,67)(H,65,74)(H,77,78)/t42-,43-,44+,46?,47+,48+,52+,53?,54+,59+/m0/s1
• InChIKey: JMUHBNWAORSSBD-ZXSMYVEWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2,3-bis(hexadecanoyloxy)propoxy]({2-[(2S)-2-[(4R)-4-carbamoyl-4-[(2S)-2-[(2R)-2-{[(2R,3R,4R,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}propanamido]propanamido]butanamido]propanamido]ethoxy})phosphinic acid
• IUPAC Traditional name: mifamurtide
• Synonyms: Mifamurtide

Database IDs

• CAS Number: 83461-56-7
• PubChem SID: 162222710
• PubChem CID: 23725093; 23725094
• ATC CODE: L03AX15
• KEGG ID: D06619
• Unique Ingredient Identifier: EQD2NNX741
• Wikipedia Title: Mifamurtide

CALCULATED PROPERTIES

• Acid pKa: 1.9037215
• H Acceptors: 15
• H Donor: 10
• LogD (pH = 5.5): 3.8512545
• LogD (pH = 7.4): 3.826231
• Log P: 6.2023463
• Molar Refractivity: 314.6632 cm^3
• Polarizability: 126.09655 Å^3
• Polar Surface Area: 376.1 Å^2
• Rotatable Bonds: 54
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Admin Routes: intravenous liposomal infusion over one hour
• Bioavailability: N/A
• Half Life: minutes (in plasma); 18 hrs (terminal)
• Legal Status: Rx
• Pregnancy Category: not investigated
• EU Licence: Mepact