(19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaen-7-yl acetate

• ChemBase ID: 159433
• Molecular Formular: C24H22N2O6
• Molecular Mass: 434.44128
• Monoisotopic Mass: 434.14778643
• SMILES: c1(ccc2c(c1)c(c1c(n2)c2n(C1)c(=O)c1c(c2)[C@@](C(=O)OC1)(O)CC)CC)OC(=O)C
• Canonical SMILES: CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4ccc(cc4c(c3Cn1c2=O)CC)OC(=O)C
• InChI: InChI=1S/C24H22N2O6/c1-4-14-15-8-13(32-12(3)27)6-7-19(15)25-21-16(14)10-26-20(21)9-18-17(22(26)28)11-31-23(29)24(18,30)5-2/h6-9,30H,4-5,10-11H2,1-3H3/t24-/m0/s1
• InChIKey: PFECOLLKQQDLJK-DEOSSOPVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.0^2,^1^1.0^4,^9.0^1^5,^2^0]henicosa-1(21),2,4,6,8,10,15(20)-heptaen-7-yl acetate
• IUPAC Traditional name: (19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.0^2,^1^1.0^4,^9.0^1^5,^2^0]henicosa-1(21),2,4,6,8,10,15(20)-heptaen-7-yl acetate
• Synonyms: 10-Acetyloxy-7-ethylcamptothecin; 10-Hydroxy-7-ethylcamptothecin 10-Acetate; (4S)-9-(Acetyloxy)-4,11-diethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione; 10-O-Acetyl SN-38

Database IDs

• CAS Number: 946821-59-6
• PubChem SID: 162253568
• PubChem CID: 69266528

CALCULATED PROPERTIES

• Acid pKa: 11.708962
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.7766659
• LogD (pH = 7.4): 1.7853607
• Log P: 1.7854942
• Molar Refractivity: 115.2671 cm^3
• Polarizability: 45.236084 Å^3
• Polar Surface Area: 106.03 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - A187735

Protected Irinotecan metabolite.