3-[(23S,24R)-14-ethenyl-5-(3-methoxy-3-oxopropyl)-22,23-bis(methoxycarbonyl)-4,10,15,24-tetramethyl-25,26,27,28-tetraazahexacyclo[16.6.1.13,6.18,11.113,16.019,24]octacosa-1,3(28),4,6,8(27),9,11,13(26),14,16,18(25),19,21-tridecaen-9-yl]propanoic acid

• ChemBase ID: 130450
• Molecular Formular: C41H40N4O8
• Molecular Mass: 716.7783
• Monoisotopic Mass: 716.28461426
• SMILES: COC(=O)[C@@H]1C(=CC=C2/C/3=C/C4=N/C(=C\C5=N/C(=C\C6=N/C(=C\C(=N3)[C@]12C)/C(=C6CCC(=O)OC)C)/C(=C5C)CCC(=O)O)/C(=C4C)C=C)C(=O)OC
• Canonical SMILES: COC(=O)CCC1=C(C)/C/2=C/C3=N/C(=C\C4=N/C(=C\C5=N/C(=C\C1=N2)/C(=C5C)CCC(=O)O)/C(=C4C)C=C)/C1=CC=C([C@H]([C@@]31C)C(=O)OC)C(=O)OC
• InChI: InChI=1S/C41H40N4O8/c1-9-23-20(2)29-17-34-27-13-10-26(39(49)52-7)38(40(50)53-8)41(27,5)35(45-34)19-30-22(4)25(12-15-37(48)51-6)33(44-30)18-32-24(11-14-36(46)47)21(3)28(43-32)16-31(23)42-29/h9-10,13,16-19,38H,1,11-12,14-15H2,2-8H3,(H,46,47)/b28-16-,29-17-,30-19-,31-16-,32-18-,33-18-,34-17-,35-19-/t38-,41+/m0/s1
• InChIKey: ZQFGRJWRSLZCSQ-MXVXOLGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(23S,24R)-14-ethenyl-5-(3-methoxy-3-oxopropyl)-22,23-bis(methoxycarbonyl)-4,10,15,24-tetramethyl-25,26,27,28-tetraazahexacyclo[16.6.1.1^3,^6.1^8,^1^1.1^1^3,^1^6.0^1^9,^2^4]octacosa-1,3(28),4,6,8(27),9,11,13(26),14,16,18(25),19,21-tridecaen-9-yl]propanoic acid
• IUPAC Traditional name: 3-[(23S,24R)-14-ethenyl-5-(3-methoxy-3-oxopropyl)-22,23-bis(methoxycarbonyl)-4,10,15,24-tetramethyl-25,26,27,28-tetraazahexacyclo[16.6.1.1^3,^6.1^8,^1^1.1^1^3,^1^6.0^1^9,^2^4]octacosa-1,3(28),4,6,8(27),9,11,13(26),14,16,18(25),19,21-tridecaen-9-yl]propanoic acid
• Synonyms: Verteporfin

Database IDs

• CAS Number: 129497-78-5
• PubChem SID: 162224729
• PubChem CID: 5362420; 71308305
• CHEBI ID: 60775
• ATC CODE: S01LA01
• CHEMBL: 1200573
• Chemspider ID: 21106402
• DrugBank ID: DB00460
• KEGG ID: D01162
• Unique Ingredient Identifier: 0X9PA28K43
• Wikipedia Title: Verteporfin
• Medline Plus: a607060

CALCULATED PROPERTIES

• Acid pKa: 3.7142305
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): 2.6052644
• LogD (pH = 7.4): 1.0185202
• Log P: 2.886798
• Molar Refractivity: 206.412 cm^3
• Polarizability: 75.19739 Å^3
• Polar Surface Area: 165.64 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Admin Routes: Intravenous