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(25),2,4,6,8(27),9,11,13,15,17,19,21-dodecaen-9-yl]propanoic acid

• ChemBase ID: 312746
• Molecular Formular: C41H42N4O8
• Molecular Mass: 718.79418
• Monoisotopic Mass: 718.30026432
• SMILES: c12[nH]c(/C=C/3\N=C(/C=c/4\[nH]/c(=C\C5=N/C(=C\1)/C1=CC=C([C@H]([C@@]51C)C(=O)OC)C(=O)OC)/c(c4CCC(=O)OC)C)C(=C3C)CCC(=O)O)c(c2C)C=C
• Canonical SMILES: COC(=O)CCc1/c/2=C/C3=N/C(=C\c4[nH]c(/C=C/5\N=C(/C=c(/c1C)\[nH]2)[C@]1(C)[C@H](C(=O)OC)C(=CC=C51)C(=O)OC)c(c4C=C)C)/C(=C3CCC(=O)O)C
• InChI: InChI=1S/C41H42N4O8/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/h9-10,13,16-19,38,42,44H,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: YTZALCGQUPRCGW-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(25),2,4,6,8(27),9,11,13,15,17,19,21-dodecaen-9-yl]propanoic acid
• IUPAC Traditional name: VERT
• Synonyms: Visudyne; Verteporfin (Visudyne)

Database IDs

• CAS Number: 129497-78-5

CALCULATED PROPERTIES

• Acid pKa: 4.1078925
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): 5.987804
• LogD (pH = 7.4): 4.308428
• Log P: 6.419792
• Molar Refractivity: 199.0848 cm^3
• Polarizability: 79.632385 Å^3
• Polar Surface Area: 173.56 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Target: 5-alpha Reductase

Product Information

• Salt Data: Free Base