(acetyloxy)[4,5-diethyl-9,24-bis(3-hydroxypropyl)-16,17-bis({2-[2-(2-methoxyethoxy)ethoxy]ethoxy})-10,23-dimethyl-13,20,25,26,27-pentaazapentacyclo[20.2.1.13,6.18,11.014,19]heptacosa-1,3,5,7,9,11(26),12,14,16,18,20,22(25),23-tridecaen-27-yl]lutetio acetate hydrate

• ChemBase ID: 174776
• Molecular Formular: C52H74LuN5O15
• Molecular Mass: 1184.13526
• Monoisotopic Mass: 1183.45891269
• SMILES: C\1/2=C/c3c(c(c(/C=C\4/C(=C(C(=N4)/C=N\c4c(/N=C\C(=N2)C(=C1CCCO)C)cc(c(c4)OCCOCCOCCOC)OCCOCCOCCOC)C)CCCO)n3[Lu](OC(=O)C)OC(=O)C)CC)CC.O
• Canonical SMILES: OCCCC1=C(C)C2=N/C/1=C\c1c(CC)c(c(n1[Lu](OC(=O)C)OC(=O)C)/C=C/1\N=C(/C=N\c3c(/N=C\2)cc(OCCOCCOCCOC)c(c3)OCCOCCOCCOC)C(=C1CCCO)C)CC.O
• InChI: InChI=1S/C48H66N5O10.2C2H4O2.Lu.H2O/c1-7-35-36(8-2)40-28-42-38(12-10-14-55)34(4)46(53-42)32-50-44-30-48(63-26-24-61-22-20-59-18-16-57-6)47(62-25-23-60-21-19-58-17-15-56-5)29-43(44)49-31-45-33(3)37(11-9-13-54)41(52-45)27-39(35)51-40;2*1-2(3)4;;/h27-32,54-55H,7-26H2,1-6H3;2*1H3,(H,3,4);;1H2/q-1;;;+3;/p-2/b39-27-,40-28-,41-27-,42-28-,45-31-,46-32-,49-31-,49-43-,50-32-,50-44-
• InChIKey: WIQKYZYFTAEWBF-AVVJYMPPSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: (acetyloxy)[4,5-diethyl-9,24-bis(3-hydroxypropyl)-16,17-bis({2-[2-(2-methoxyethoxy)ethoxy]ethoxy})-10,23-dimethyl-13,20,25,26,27-pentaazapentacyclo[20.2.1.1^3,^6.1^8,^1^1.0^1^4,^1^9]heptacosa-1,3,5,7,9,11(26),12,14,16,18,20,22(25),23-tridecaen-27-yl]lutetio acetate hydrate
• IUPAC Traditional name: (acetyloxy)[4,5-diethyl-9,24-bis(3-hydroxypropyl)-16,17-bis({2-[2-(2-methoxyethoxy)ethoxy]ethoxy})-10,23-dimethyl-13,20,25,26,27-pentaazapentacyclo[20.2.1.1^3,^6.1^8,^1^1.0^1^4,^1^9]heptacosa-1,3,5,7,9,11(26),12,14,16,18,20,22(25),23-tridecaen-27-yl]lutetio acetate hydrate
• Synonyms: (PB-7-11-233'2'4)-Bis(acetato-κO)[9,10-diethyl-20,21-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]-4,15-dimethyl-8,11-imino-3,6:16,13-dinitrilo-1,18-benzodiazacycloeicosine-5,14-dipropanolato-κN1,κN18,κN23,κN24,κN25]lutetium Hydrate; PCI 0123; Motexafin Lutetium Hydrate; NSC 695239

Database IDs

• CAS Number: 156436-90-7
• PubChem SID: 164230686
• PubChem CID: 71750824

CALCULATED PROPERTIES

• Polarizability: 114.306046 Å^3
• Acid pKa: 15.662232
• H Acceptors: 16
• H Donor: 2
• LogD (pH = 5.5): 4.915185
• LogD (pH = 7.4): 4.915397
• Log P: 4.9154
• Molar Refractivity: 266.5119 cm^3
• Polar Surface Area: 223.39 Å^2
• Rotatable Bonds: 33
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M732700

Synthetic metal-coordinating expanded porphyrin. Diamagnetic photosensitizer that is activated using far-red light to generate cytotoxic singlet oxygen. Antiatherosclerotic, antineoplastic (photosensitizer). Used in treatment of age-related macular degene

REFERENCES

• Young, S.W., et al.: Photochem. Photobiol., 63, 892 (1996)
• Kereiakes, D.J., et al.: Circulation, 108, 1310 (1996)