(19S)-6,10,19-triethyl-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 4-(piperidin-1-yl)piperidine-1-carboxylate

• ChemBase ID: 168618
• Molecular Formular: C35H42N4O6
• Molecular Mass: 614.73118
• Monoisotopic Mass: 614.31043508
• SMILES: C1CCCN(C1)C1CCN(CC1)C(=O)Oc1c(cc2c(c1)c(c1c(n2)c2n(C1)c(=O)c1c(c2)[C@@](C(=O)OC1)(O)CC)CC)CC
• Canonical SMILES: CC[C@@]1(O)C(=O)OCc2c1cc1c3nc4cc(CC)c(cc4c(c3Cn1c2=O)CC)OC(=O)N1CCC(CC1)N1CCCCC1
• InChI: InChI=1S/C35H42N4O6/c1-4-21-16-28-24(17-30(21)45-34(42)38-14-10-22(11-15-38)37-12-8-7-9-13-37)23(5-2)25-19-39-29(31(25)36-28)18-27-26(32(39)40)20-44-33(41)35(27,43)6-3/h16-18,22,43H,4-15,19-20H2,1-3H3/t35-/m0/s1
• InChIKey: IEKWXGPJFJGZSM-DHUJRADRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (19S)-6,10,19-triethyl-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 4-(piperidin-1-yl)piperidine-1-carboxylate
• IUPAC Traditional name: (19S)-6,10,19-triethyl-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 4-(piperidin-1-yl)piperidine-1-carboxylate
• Synonyms: [1,4’-Bipiperidine]-1’-carboxylic Acid (4S)-4,8,11-Triethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3’,4’:6,7]indolizino[1,2-b]quinolin-9-yl Ester; Irinotecan Impurity G; 8-Ethyl Irinotecan

Database IDs

• CAS Number: 947687-02-7
• PubChem SID: 162262750
• PubChem CID: 58965010

CALCULATED PROPERTIES

• Acid pKa: 11.7116375
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.33336613
• LogD (pH = 7.4): 1.673548
• Log P: 3.7344632
• Molar Refractivity: 170.9725 cm^3
• Polarizability: 66.607124 Å^3
• Polar Surface Area: 112.51 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - E921100

8-Ethyl Irinotecan is an impurity of the DNA topoisomerase inhibitor Irinotecan (I767500).