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Compound Detail

CHEMBL500045

GRACILLIN
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C[C@@H]1CC[C@@]2(OC1)O[C@H]1C[C@H]3[C@@H]4CC=C5C[C@@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O[C@@H]7O[C@H](CO)[C@@H](O)[C@H](O)[C@H]7O)[C@H]6O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)CC[C@]5(C)[C@H]4CC[C@]3(C)[C@H]1[C@@H]2C
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL500045
Name GRACILLIN
Phase Preclinical
Structure Type MOL
InChI Key YQEMAEKYNNOCBY-IEMDQPGHSA-N
10
Targets
10
Activities
1
Assay Types
0
PK Parameters
11
Publications
0
Known Names

Molecular Properties

885.0
MW (Da)
0.21
ALogP
17
HBA
9
HBD
255.9
PSA (Ų)
0.15
QED
3
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C45H72O17
MW 885.05
Aromatic Rings 0
Heavy Atoms 62
NP-Likeness 2.41

Activity Summary

IC50 10 meas. best 6.16

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
PANC-1
CHEMBL614139
 IC50 6.16 6.16 700.0 1
HCT-8
CHEMBL613510
 IC50 6.04 6.04 920.0 1
A549
CHEMBL392
 IC50 6.02 6.02 960.0 1
SW1990
CHEMBL1075592
 IC50 5.96 5.96 1100.0 1
Bel-7402
CHEMBL614279
 IC50 5.96 5.96 1100.0 1
Capan-2
CHEMBL1075417
 IC50 5.89 5.89 1300.0 1
BXPC-3
CHEMBL614530
 IC50 5.89 5.89 1300.0 1
HL-60
CHEMBL383
 IC50 5.43 5.43 3700.0 1
A2780
CHEMBL614004
 IC50 5.37 5.37 4300.0 1
MCF7
CHEMBL387
 IC50 4.76 4.76 17500.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
PANC-1 IC50 = 700.0 nM 6.16 Cytotoxicity against human PANC1 cells after 72 hrs by MTT assay 19362474
HCT-8 IC50 = 920.0 nM 6.04 Cytotoxicity against human HCT8 cells after 72 hrs by MTT assay 19362474
A549 IC50 = 960.0 nM 6.02 Cytotoxicity against human A549 cells after 72 hrs by MTT assay 19362474
SW1990 IC50 = 1100.0 nM 5.96 Cytotoxicity against human SW1990 cells after 72 hrs by MTT assay 19362474
Bel-7402 IC50 = 1100.0 nM 5.96 Cytotoxicity against human Bel7402 cells after 72 hrs by MTT assay 19362474
BXPC-3 IC50 = 1300.0 nM 5.89 Cytotoxicity against human BxPC3 cells after 72 hrs by MTT assay 19362474
Capan-2 IC50 = 1300.0 nM 5.89 Cytotoxicity against human Capan2 cells after 72 hrs by MTT assay 19362474
HL-60 IC50 = 3700.0 nM 5.43 Cytotoxicity against human HL60 cells after 72 hrs by MTT assay 12828464
A2780 IC50 = 4300.0 nM 5.37 Cytotoxicity against human A2780 cells after 72 hrs by MTT assay 19362474
MCF7 IC50 = 17500.0 nM 4.76 Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay 19362474

Literature References

PubMed DOI Target Context # Activities
15620239 10.1021/np049897u HeLa 1
12828464 10.1021/np020517j HL-60 1
19362474 10.1016/j.bmcl.2009.03.092 SW1990 1
19362474 10.1016/j.bmcl.2009.03.092 BXPC-3 1
19362474 10.1016/j.bmcl.2009.03.092 Capan-2 1
19362474 10.1016/j.bmcl.2009.03.092 PANC-1 1
19362474 10.1016/j.bmcl.2009.03.092 A549 1
19362474 10.1016/j.bmcl.2009.03.092 Bel-7402 1
19362474 10.1016/j.bmcl.2009.03.092 A2780 1
19362474 10.1016/j.bmcl.2009.03.092 HCT-8 1
19362474 10.1016/j.bmcl.2009.03.092 MCF7 1

Data from ChEMBL 36 via Core Engine