(18S)-18-ethyl-18-hydroxy-2-[(4-methylpiperazin-1-yl)methyl]-6,9,20-trioxa-13,24-diazahexacyclo[12.11.0.03,12.05,10.015,24.017,22]pentacosa-1(14),2,4,10,12,15,17(22)-heptaene-19,23-dione

• ChemBase ID: 128133
• Molecular Formular: C28H30N4O6
• Molecular Mass: 518.561
• Monoisotopic Mass: 518.2165347
• SMILES: O=C1OCc2c(=O)n3c(cc2[C@@]1(O)CC)c1nc2cc4OCCOc4cc2c(c1C3)CN1CCN(C)CC1
• Canonical SMILES: CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4cc5OCCOc5cc4c(c3Cn1c2=O)CN1CCN(CC1)C
• InChI: InChI=1S/C28H30N4O6/c1-3-28(35)20-11-22-25-18(14-32(22)26(33)19(20)15-38-27(28)34)17(13-31-6-4-30(2)5-7-31)16-10-23-24(12-21(16)29-25)37-9-8-36-23/h10-12,35H,3-9,13-15H2,1-2H3/t28-/m0/s1
• InChIKey: RVFGKBWWUQOIOU-NDEPHWFRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (18S)-18-ethyl-18-hydroxy-2-[(4-methylpiperazin-1-yl)methyl]-6,9,20-trioxa-13,24-diazahexacyclo[12.11.0.0^3,^1^2.0^5,^1^0.0^1^5,^2^4.0^1^7,^2^2]pentacosa-1(14),2,4,10,12,15,17(22)-heptaene-19,23-dione
• IUPAC Traditional name: lurtotecan
• Synonyms: Lurtotecan

Database IDs

• CAS Number: 149882-10-0
• PubChem SID: 162222447
• PubChem CID: 60956
• CHEMBL: 305666
• Chemspider ID: 54919
• Wikipedia Title: Lurtotecan

CALCULATED PROPERTIES

• Acid pKa: 11.710724
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -2.2390766
• LogD (pH = 7.4): -0.46955302
• Log P: 0.52189213
• Molar Refractivity: 140.0427 cm^3
• Polarizability: 54.877647 Å^3
• Polar Surface Area: 104.67 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false