Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL113051

GIMATECAN
🧪 Phase II
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
🧪 Phase II
CC[C@@]1(O)C(=O)OCc2c1cc1n(c2=O)Cc2c-1nc1ccccc1c2/C=N/OC(C)(C)C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL113051
Name GIMATECAN
Phase Phase II
Structure Type MOL
InChI Key UIVFUQKYVFCEKJ-OPTOVBNMSA-N

Known Names

Gimatecan
5
Targets
13
Activities
1
Assay Types
0
PK Parameters
11
Publications
1
Known Names
5
Indications
1
Mechanisms

Molecular Properties

447.5
MW (Da)
3.23
ALogP
8
HBA
1
HBD
103.0
PSA (Ų)
0.29
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Stem -tecan

Extended Properties

Molecular Formula C25H25N3O5
MW 447.49
Aromatic Rings 3
Heavy Atoms 33
NP-Likeness 0.87

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
DNA topoisomerase I inhibitor INHIBITOR DNA topoisomerase 1 ✓ ✓

Indications

Pancreatic Neoplasms Small Cell Lung Carcinoma Central Nervous System Neoplasms Myelodysplastic Syndromes Neoplasms

Activity Summary

IC50 13 meas. best 8.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Unchecked
CHEMBL612545
 IC50 8.7 7.578 2.0 5
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.82 7.82 15.0 1
NCI-H460
CHEMBL396
 IC50 7.82 7.78 15.0 3
HT-29
CHEMBL384
 IC50 7.25 7.205 56.0 2
Leishmania infantum
CHEMBL612848
 IC50 7.0 6.38 100.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Unchecked IC50 = 2.0 nM 8.7 PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture CD31-stained tube area de... -
Unchecked IC50 = 2.2 nM 8.66 PubChem BioAssay. Decreased HeLa cell count-IC50. (Class of assay: confirmator... -
Unchecked IC50 = 3.2 nM 8.49 PubChem BioAssay. alkaline phosphatase stimulation in WNT3A conditioned C2C12 ce... -
NON-PROTEIN TARGET IC50 = 15.0 nM 7.82 Cytotoxicity against human non-small-cell lung carcinoma cell line H460 (NSCLC-H... 11563925
NCI-H460 IC50 = 15.0 nM 7.82 Antiproliferative activity against human H460 cells after 2 hrs of drug exposure... 18424133
NCI-H460 IC50 = 15.0 nM 7.82 Cytotoxicity against human H460 cells 18434153
NCI-H460 IC50 = 20.0 nM 7.7 Antiproliferative activity against human H460 cells after 1 hr of drug exposure ... 18424133
HT-29 IC50 = 56.0 nM 7.25 Antiproliferative activity against human HT29 cells after 1 hr of drug exposure ... 18424133
HT-29 IC50 = 70.0 nM 7.16 Antiproliferative activity against BCRP overexpressing mitoxantrone-resistant hu... 18424133
Leishmania infantum IC50 = 100.0 nM 7.0 Antiprotozoal activity against Leishmania infantum intracellular amastigotes inf... 37257213
Unchecked IC50 = 799.41 nM 6.1 PubChem BioAssay. VEGF stimulated ADSC/ECFC co-culture nuclear area decrease (vi... -
Unchecked IC50 = 1157.1 nM 5.94 PubChem BioAssay. nuclear beta catenin stimulation in WNT3A conditioned C2C12 ce... -
Leishmania infantum IC50 = 1730.0 nM 5.76 Antileishmanial activity against Leishmania infantum promastigotes assessed as r... 37257213

Literature References

PubMed DOI Target Context # Activities
11563925 10.1021/jm0108092 NCI-H460 15
11563925 10.1021/jm0108092 ADMET 10
18424133 10.1016/j.bmcl.2008.03.074 HT-29 3
18424133 10.1016/j.bmcl.2008.03.074 NON-PROTEIN TARGET 2
18424133 10.1016/j.bmcl.2008.03.074 NCI-H460 2
18424133 10.1016/j.bmcl.2008.03.074 Mus musculus 2
37257213 10.1016/j.ejmech.2023.115471 Leishmania infantum 2
11563925 10.1021/jm0108092 NON-PROTEIN TARGET 1
18424133 10.1016/j.bmcl.2008.03.074 DNA topoisomerase 1 1
18434153 10.1016/j.bmcl.2008.04.016 NCI-H460 1
18434153 10.1016/j.bmcl.2008.04.016 Unchecked 1

Data from ChEMBL 36 via Core Engine