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Irinotecan

PubChem CID: 60838

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Compound Synonyms irinotecan, 97682-44-5, (+)-Irinotecan, Camptosar, Irinophore C, Irinotecanum, Biotecan, Irinotecan lactone, Irinotecan mylan, Irinotecanum [INN-Latin], Campto, Irinotecan Free base, CPT-11, HSDB 7607, (S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl [1,4'-bipiperidine]-1'-carboxylate, Irinotecan (INN), NSC-728073, CHEBI:80630, CHEMBL481, UNII-7673326042, DTXSID1041051, 97682-44-5 (Free base), NSC728073, NSC 728073, (4S)-4,11-DIETHYL-4-HYDROXY-3,14-DIOXO-3,4,12,14-TETRAHYDRO-1H-PYRANO[3',4':6,7]INDOLIZINO[1,2-B]QUINOLIN-9-YL 1,4'-BIPIPERIDINE-1'-CARBOXYLATE, IRINOTECAN [INN], Irinotecanum (INN-Latin), Irinotecan [INN:BAN], (1,4'-Bipiperidine)-1'-carboxylic acid, 4,11-diethyl-3,4,12-14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano(3',4':6,7)indolizino(1,2-b)quinolin-9-yl ester, (S)-, 1,4'-bipiperidine-1'-carboxylic acid (s)-4,11-diethyl-3,4,12,14- tetrahydro-4-hydroxy-3,14-dioxo-1h-pyrano(3',4':6,7)indolizino(1,2-b)quinolin-9-yl ester, 1,4'-Bipiperidine-1'-carboxylic acid (S)-4,11-diethyl-3,4,12,14- tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl ester, CPT-11 hydrochloride, Camptothecin 11 hydrochloride, Irrinotecan, MFCD00866307, Biotecan (TN), (1,4'-Bipiperidine)-1'-carboxylic acid, (4S)-4,11-diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano(3',4':6,7)indolizino(1,2-b)quinolin-9-yl ester, [(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(9),5,7,10,15(20)-heptaen-7-yl] 4-piperidin-1-ylpiperidine-1-carboxylate, [1,4'-Bipiperidine]-1'-carboxylic acid, (4S)-4,11-diethyl-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?, (4S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano(3',4':6,7)indolizino(1,2-b)quinolin-9-yl (1,4'-bipiperidine)-1'-carboxylate, (4S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl [1,4'-bipiperidine]-1'-carboxylate, Irinotecan (Standard), IRINOTECAN [MI], IRINOTECAN [HSDB], IRINOTECAN [VANDF], SCHEMBL4034, IRINOTECAN [WHO-DD], IRINOTECAN, CPT-11, BSPBio_002346, GTPL6823, DTXCID9021051, L01XX19, 1u65, BCP02860, ARD162722, BDBM50128267, HY-16562R, s1198, UBI-10002, AKOS015894969, AB07527, AC-7469, BCP9000793, CS-1138, DB00762, FI33814, NCGC00178697-02, NCGC00178697-05, (4S)-4,11-Diethyl-4-hydroxy-3,14-dioxo-4,12-dihydro-1H-pyrano[3,4-f]quinolino[2,3-a]indolizin-9-yl 4-piperidylpiperidinecarboxylate, AS-14323, HY-16562, NCI60_005051, 1ST162722, NS00004943, D08086, EN300-708800, AB00698464-07, AB00698464-09, AB00698464-10, AB00698464-11, AB00698464_12, AB00698464_13, AB00698464_14, Q412197, BRD-K08547377-001-04-4, BRD-K08547377-003-02-4, BRD-K08547377-003-04-0, BRD-K08547377-003-05-7, BRD-K08547377-003-07-3, BRD-K08547377-394-03-5, (diethyl-hydroxy-dioxo-[?]yl) 4-(1-piperidyl)piperidine-1-carboxylate, (+)-7-ethyl-10-hydroxycamptothecine 10-(1,4'-bipiperidine)-1'-carboxylate, 2-methoxy-5-[2-(3-sulfophenyl)-5-(4-sulfophenyl)pyrylium-4-yl]benzenesulfonic acid, (+)-(4S)-4,11-diethyl-4-hydroxy-9-((4-piperidino-piperidino)carbonyloxy)-1H-pyrano(3',4':6,7)indolizino(1,2-b)quinol-3,14,(4H,12H)-dione, (1,4'-bipiperidine)-1'-carboxylic acid (S)-4,11-diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano(3',4':6,7)indolizino(1,2-b)quinolin-9-yl ester, (19S)-10,19-Diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.0[2,11].0[4,9].0[15,20]]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaen-7-yl 4-(piperidin-1-yl)piperidine-1-carboxylate, (19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaen-7-yl [1,4'-bipiperidine]-1'-carboxylate, (19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaen-7-yl 4-(piperidin-1-yl)piperidine-1-carboxylate, (4S)-4,11-DIETHYL-4-HYDROXY-3,14-DIOXO-3,4,12,14-TETRAHYDRO-1H-PYRANO[3'',4'':6,7]INDOLIZINO[1,2-B]QUINOLIN-9-YL 1,4''-BIPIPERIDINE-1''-CARBOXYLATE, (S)-4,11-Diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3'',4'':6,7]indolizino[1,2-b]quinolin-9-yl ester, (S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl[1,4'-bipiperidine]-1'-carboxylate, [1,4'']bipiperidinyl-1''-carboxylic acid (S)-4,11-diethyl-4-hydroxy-3,13-dioxo-3,4,12,13-tetrahydro-1H-2-oxa-6,12a-diaza-dibenzo[b,h]fluoren-9-yl ester, [1,4'']Bipiperidinyl-1''-carboxylic acid 4,11-diethyl-4-hydroxy-3,13-dioxo-3,4,12,13-tetrahydro-1H-2-oxa-6,12a-diaza-dibenzo[b,h]fluoren-9-yl ester
Topological Polar Surface Area 113.0
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 43.0
Isotope Atom Count 0.0
Molecular Complexity 1200.0
Database Name cmaup_ingredients;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 1.0
Uniprot Id Q9Y6L6, P22309, O60656, P23141, O00748, P08684, P20813, P20815, P24462, P33527, Q9UNQ0, O75751, Q969P6
Iupac Name [(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(9),5,7,10,15(20)-heptaen-7-yl] 4-piperidin-1-ylpiperidine-1-carboxylate
Prediction Hob 0.0
Class Camptothecins
Target Id NPT204, NPT109, NPT4037, NPT4036, NPT1546, NPT613, NPT1540
Xlogp 3.0
Superclass Alkaloids and derivatives
Molecular Formula C33H38N4O6
Prediction Swissadme 0.0
Inchi Key UWKQSNNFCGGAFS-XIFFEERXSA-N
Fcsp3 0.5151515151515151
Logs -5.028
Rotatable Bond Count 5.0
State Solid
Logd 2.691
Synonyms (+)-Irinotecan, HSDB 7607, Irinophore C, Irinotecan lactone, Irinotecan mylan, Irinotecanum, Biotecan, Irinotecan hydrochloride trihydrate, CPT-11, sn38 CPD, 7-Ethyl-10-hydroxycamptothecin, Camptosar, Irrinotecan, Camptothecin-11, Irinotecan hydrochloride, NK012 Compound, sn-38, CPT 11, sn 38, 7 Ethyl 10 hydroxycamptothecin, CPT11, Camptothecin 11
Compound Name Irinotecan
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 586.279
Formal Charge 0.0
Monoisotopic Mass 586.279
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 586.7
Covalent Unit Count 1.0
Total Atom Stereocenter Count 1.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Esol -6.298920637209302
Inchi InChI=1S/C33H38N4O6/c1-3-22-23-16-21(43-32(40)36-14-10-20(11-15-36)35-12-6-5-7-13-35)8-9-27(23)34-29-24(22)18-37-28(29)17-26-25(30(37)38)19-42-31(39)33(26,41)4-2/h8-9,16-17,20,41H,3-7,10-15,18-19H2,1-2H3/t33-/m0/s1
Smiles CCC1=C2CN3C(=CC4=C(C3=O)COC(=O)[C@@]4(CC)O)C2=NC5=C1C=C(C=C5)OC(=O)N6CCC(CC6)N7CCCCC7
Nring 7.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Camptothecins

  • 1. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Glabra (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Glycyrrhiza Uralensis (Plant) Rel Props:Source_db:cmaup_ingredients
  • 3. Outgoing r'ship FOUND_IN to/from Phytolacca Americana (Plant) Rel Props:Source_db:cmaup_ingredients