(10S,23S)-23-amino-10-ethyl-18-fluoro-10-hydroxy-19-methyl-8-oxa-4,15-diazahexacyclo[14.7.1.02,14.04,13.06,11.020,24]tetracosa-1,6(11),12,14,16,18,20(24)-heptaene-5,9-dione

• ChemBase ID: 127376
• Molecular Formular: C24H22FN3O4
• Molecular Mass: 435.4475832
• Monoisotopic Mass: 435.15943442
• SMILES: Fc1c(c2c3c(c4c(nc3c1)c1n(c(=O)c3c(c1)[C@](O)(C(=O)OC3)CC)C4)[C@@H](N)CC2)C
• Canonical SMILES: CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4cc(F)c(c5c4c(c3Cn1c2=O)[C@@H](N)CC5)C
• InChI: InChI=1S/C24H22FN3O4/c1-3-24(31)14-6-18-21-12(8-28(18)22(29)13(14)9-32-23(24)30)19-16(26)5-4-11-10(2)15(25)7-17(27-21)20(11)19/h6-7,16,31H,3-5,8-9,26H2,1-2H3/t16-,24-/m0/s1
• InChIKey: ZVYVPGLRVWUPMP-FYSMJZIKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S,23S)-23-amino-10-ethyl-18-fluoro-10-hydroxy-19-methyl-8-oxa-4,15-diazahexacyclo[14.7.1.0^2,^1^4.0^4,^1^3.0^6,^1^1.0^2^0,^2^4]tetracosa-1,6(11),12,14,16,18,20(24)-heptaene-5,9-dione
• IUPAC Traditional name: (10S,23S)-23-amino-10-ethyl-18-fluoro-10-hydroxy-19-methyl-8-oxa-4,15-diazahexacyclo[14.7.1.0^2,^1^4.0^4,^1^3.0^6,^1^1.0^2^0,^2^4]tetracosa-1,6(11),12,14,16,18,20(24)-heptaene-5,9-dione
• Synonyms: Exatecan

Database IDs

• CAS Number: 171335-80-1
• PubChem SID: 162221697
• PubChem CID: 151115
• CHEMBL: 1614650
• Chemspider ID: 133194
• Wikipedia Title: Exatecan

CALCULATED PROPERTIES

• Acid pKa: 11.715099
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.460311
• LogD (pH = 7.4): -0.710851
• Log P: 1.4463272
• Molar Refractivity: 115.8043 cm^3
• Polarizability: 44.869297 Å^3
• Polar Surface Area: 105.75 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true