Compound: topotecan
SMILES: O=c1n2c(-c3nc4ccc(c(c4cc3C2)CN(C)C)O)cc5c1COC([C@]5(O)CC)=O
InChIKey: UCFGDBYHRUNTLO-QHCPKHFHSA-N
Synonyms: topotecan, 123948-87-8, Hycamptamine, Topotecan lactone, Nogitecan, Hycamptin, Topotecane, (S)-Topotecan, Topotecanum, Topophore C, TopoCED, SKF-104864-A, 9-Dimethylaminomethyl-10-hydroxycamptothecin, NSC-641007, SKF-104864, 7M7YKX2N15, FF-10850 (liposomal topotecan), NSC609699, NSC-609699, SK&F 104864 A, SK&F-104864, (S)-10-((Dimethylamino)methyl)-4-ethyl-4,9-dihydroxy-1H-pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione, DTXSID3042685, CHEBI:63632, NSC641007, 9-[(dimethylamino)methyl]-10-hydroxy-(4S)-camptothecin, 1H-Pyrano(3',4':6,7)indolizino(1,2-b)quinoline-3,14(4H,12H)-dione, 10-((dimethylamino)methyl)-4-ethyl-4,9-dihydroxy-, (S)-, (19S)-8-[(dimethylamino)methyl]-19-ethyl-7,19-dihydroxy-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)-heptaene-14,18-dione, (S)-10-[(Dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]-quinoline-3,14(4H,12H)-dione, (S)-10-[(Dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 9-((dimethylamino)methyl)-10-hydroxy-(4S)-camptothecin, (19S)-8-((dimethylamino)methyl)-19-ethyl-7,19-dihydroxy-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)-heptaene-14,18-dione, (s)-10-((dimethylamino)methyl)-4-ethyl-4,9-dihydroxy-1H-pyrano(3',4':6,7)indolizino(1,2-b)-quinoline-3,14(4H,12H)-dione, 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 10-[(dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-, (S)-, RefChem:57197, DTXCID1022685, SKF104864A, SK&F104864A, SKF 104864 A, 9 Dimethylaminomethyl 10 hydroxycamptothecin, 9-((dimethylamino)methyl)-10-hydroxy-(20S)-camptothecin, NSC 609699, Topotecane [INN-French], Topotecanum [INN-Latin], 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, 10-[(dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-, (4S)-, (4S)-10-[(dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione, CHEMBL84, Hycamtin (TN), (19S)-8-[(dimethylamino)methyl]-19-ethyl-7,19-dihydroxy-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)-heptaene-14,18-dione, (S)-10-((dimethylamino)methyl)-4-ethyl-4,9-dihydroxy-1,12-dihydro-14H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H)-dione, (S)-10-[(DIMETHYLAMINO)METHYL]-4-ETHYL-4,9-DIHYDROXY-1H-PYRANO[3',4':6,7]INOLIZINO[1,2-B]-QUINOLINE-3,14(4H,12H)-DIONE, Hycamtamine, Topotecan [INN:BAN], CHEMBL1607, Topotecan (BAN), SK&F-104864-A, SK&F-S-104864A, SR-01000763672, UNII-7M7YKX2N15, CCRIS 8163, HSDB 8213, 1H-PYRANO(3',4':6,7)INDOLIZINO(1,2-B)QUINOLINE-3,14(4H,12H)-DIONE, 10-((DIMETHYLAMINO)METHYL)-4-ETHYL-4,9-DIHYDROXY-, (4S)-, SKF-S 104864, SKF 104864, TOPOTECAN [INN], TOPOTECAN [MI], TOPOTECAN [VANDF], SCHEMBL3836, TOPOTECAN [WHO-DD], NCIStruc1_001659, NCIStruc2_001796, BSPBio_002348, TOPOTECAN [EMA EPAR], cid_60699, GTPL7101, orb1301493, SCHEMBL29350221, SCHEMBL29726458, EX-A834, HMS2090B20, HMS3715L03, BDBM50008935, BDBM50034026, EBC-07866, HSCI1_000228, MFCD00870670, s9321, AKOS015966792, CCG-221171, DB01030, FT30185, SMP2_000312, SMP2_000327, NCGC00014925-02, NCGC00014925-03, NCGC00014925-04, NCGC00014925-07, NCGC00014925-10, NCGC00014925-24, NCGC00178695-01, AC-11592, AC-34812, AS-75098, BP-28430, BP-29353, HY-13768, NCI60_004771, dimethylaminomethyl-ethyl-dihydroxy-[?]dione, NS00003193, D08618, EN300-117268, AB00641837-09, AB00641837-11, AB00641837-12, AB00641837-13, AB00641837-14, AB00641837_15, AB00641837_16, Q419953, SR-01000763672-3, SR-01000763672-4, BRD-K55696337-001-03-2, BRD-K55696337-003-08-7, BRD-K55696337-003-20-2, BRD-K55696337-003-21-0, BRD-K55696337-003-22-8, BRD-K55696337-003-23-6, BRD-K55696337-003-24-4, Z1501485359, Topotecan hydrochloride hydrate, >=98% (HPLC and enzymatic), 10-HYDROXY-9-((DIMETHYLAMINO)METHYL)-(20S)-CAMPTOTHECIN, (19S)-8-[(dimethylamino)methyl]-19-ethyl-7,19-dihydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0(2),(1)(1).0?,?.0(1)?,(2)?]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione, (20S)-10-Dimethylaminomethyl-4-ethyl-4,9-dihydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione, (4-Ethyl-4,9-dihydroxy-3,13-dioxo-3,4,12,13-tetrahydro-1H-2-oxa-6,12a-diaza-dibenzo[b,h]fluoren-10-ylmethyl)-dimethyl-ammonium, (S)-10-[(DIMETHYLAMINO)METHYL]-4-ETHYL-4,9-DIHYDROXY-1H-PYRANO[3'''',4'''':6,7]INOLIZINO[1,2-B]-QUINOLINE-3,14(4H,12H)-DIONE, (S)-10-Dimethylaminomethyl-4-ethyl-4,9-dihydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione, (S)-10-Dimethylaminomethyl-4-ethyl-4,9-dihydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione; hydrochloride, (S)-11-Dimethylaminomethyl-4-ethyl-4,9-dihydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione, (S)-11-Dimethylaminomethyl-4-ethyl-4,9-dihydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione; hydrochloride, 10-dimethylaminomethyl-4-ethyl-4,9-dihydroxy-(4S)-3,4,12,14-tetrahydro-1H-pyrano[3'''',4'''':6,7]indolizino[1,2-b]quinoline-3,14-dione, 10-Dimethylaminomethyl-4-ethyl-4,9-dihydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione, 10-Dimethylaminomethyl-4-ethyl-4,9-dihydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione (Topotecan), 10-Dimethylaminomethyl-4-ethyl-4,9-dihydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione(Topotecan), 10-Dimethylaminomethyl-4-ethyl-4,9-dihydroxy-1,12-dihydro-4H-2-oxa-6,12a-diaza-dibenzo[b,h]fluorene-3,13-dione; hydrochloride, 1H-Pyrano[3',7]indolizino[1,2-b]quinoline- 3,14(4H,12H)-dione, 10-[(dimethylamino)methyl]-4-ethyl-4,9-dihydroxy-, (4S)-
Theoretical properties:
molecular_formula: C23H23N3O5
molecular_weight: 421.4 g/mol
exact_mass: 421.16377084 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 7
rotatable_bond_count: 3
heavy_atom_count: 31
topological_polar_surface_area: 103 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 213-218 °C
Descriptions:
pubchem: Topotecan is a pyranoindolizinoquinoline used as an antineoplastic agent. It is a derivative of camptothecin and works by binding to the topoisomerase I-DNA complex and preventing religation of these 328 single strand breaks. It has a role as an antineoplastic agent and an EC 5.99.1.2 (DNA topoisomerase) inhibitor.
chebi: A pyranoindolizinoquinoline used as an antineoplastic agent. It is a derivative of camptothecin and works by binding to the topoisomerase I-DNA complex and preventing religation of these 328 single strand breaks.
chembl: TOPOTECAN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Topotecan, sold under the brand name Hycamtin among others, is a chemotherapeutic agent medication that is a topoisomerase inhibitor.  It is a synthetic, water-soluble analog of the natural chemical compound camptothecin. It is used in the form of its hydrochloride salt to treat ovarian cancer, lung cancer and other cancer types.
After GlaxoSmithKline received final FDA approval for topotecan on 15 October 2007, it became the first topoisomerase I inhibitor for oral use.