TOPOTECAN

Search structure
Synonyms:
Status: Approved (1996)
Entry Type: Small molecule
Molecule Category: Parent
ATC: L01CE01
UNII: 7M7YKX2N15

Structure
InChI Key UCFGDBYHRUNTLO-QHCPKHFHSA-N
Smile CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2cc3c(CN(C)C)c(O)ccc3nc2-1
InChI
InChI=1S/C23H23N3O5/c1-4-23(30)16-8-18-20-12(9-26(18)21(28)15(16)11-31-22(23)29)7-13-14(10-25(2)3)19(27)6-5-17(13)24-20/h5-8,27,30H,4,9-11H2,1-3H3/t23-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C23H23N3O5
Molecular Weight 421.45
AlogP 1.85
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 3.0
Polar Surface Area 104.89
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 31.0

Experimental and Estimated Properties

Property Name Value Unit Method
log P (octanol-water) -0.880 - EST
Atmospheric OH Rate Constant 2.92E-10 cm3/molecule-sec EST

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 20
Enzyme Isomerase
54-71 21-9650 27 - 32-93
Transcription factor
12 60 - - 83
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 17
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 61000 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- 1300 - - 50

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Ovarian Neoplasms 3 D010051 ClinicalTrials
Small Cell Lung Carcinoma 3 D055752 ClinicalTrials
Ovarian Neoplasms 3 D010051 ClinicalTrials
Ovarian Neoplasms 3 D010051 ClinicalTrials
Brain Neoplasms 2 D001932 ClinicalTrials
Neuroblastoma 2 D009447 ClinicalTrials
Uterine Cervical Neoplasms 2 D002583 ClinicalTrials
Uterine Neoplasms 2 D014594 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 2 D002289 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 123948-87-8
ChEBI 63632
ChEMBL CHEMBL84
DrugBank DB01030
DrugCentral 2707
EPA CompTox DTXSID3042685
FDA SRS 7M7YKX2N15
Human Metabolome Database HMDB0015164
Guide to Pharmacology 7101
KEGG C11158
PDB TTC
PharmGKB PA451729
PubChem 60700
SureChEMBL SCHEMBL3836
ZINC ZINC000001611274
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