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Compound Detail

CHEMBL112415

ACETYLALKANNIN
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CC(=O)O[C@@H](CC=C(C)C)C1=CC(=O)c2c(O)ccc(O)c2C1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL112415
Name ACETYLALKANNIN
Phase Preclinical
Structure Type MOL
InChI Key WNFXUXZJJKTDOZ-HNNXBMFYSA-N
15
Targets
16
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

330.3
MW (Da)
2.69
ALogP
6
HBA
2
HBD
100.9
PSA (Ų)
0.50
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula C18H18O6
MW 330.34
Aromatic Rings 1
Heavy Atoms 24
NP-Likeness 2.31

Activity Summary

IC50 16 meas. best 6.47

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HCT-116
CHEMBL394
 IC50 6.47 6.47 340.0 1
HepG2
CHEMBL395
 IC50 6.41 5.77 390.0 2
Vero
CHEMBL391
 IC50 6.12 6.12 760.0 1
AU565
CHEMBL1075393
 IC50 6.06 6.06 880.0 1
SK-BR-3
CHEMBL613834
 IC50 5.78 5.78 1660.0 1
SAOS-2
CHEMBL614894
 IC50 5.31 5.31 4930.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 5.22 5.22 6060.0 1
DU-145
CHEMBL613508
 IC50 5.18 5.18 6650.0 1
HeLa
CHEMBL399
 IC50 5.17 5.17 6750.0 1
MCF7
CHEMBL387
 IC50 5.15 5.15 7050.0 1
NIH3T3
CHEMBL614822
 IC50 5.11 5.11 7730.0 1
MDA-MB-231
CHEMBL400
 IC50 5.07 5.07 8470.0 1
HT-29
CHEMBL384
 IC50 4.98 4.98 10460.0 1
PC-3
CHEMBL390
 IC50 4.96 4.96 11030.0 1
LNCaP
CHEMBL612518
 IC50 4.94 4.94 11530.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HCT-116 IC50 = 340.0 nM 6.47 Cytotoxicity against MDR1 Pgp under-expressing human HCT116 cells after 24 hrs b... 17949858
HepG2 IC50 = 390.0 nM 6.41 Cytotoxicity against MDR1 Pgp overexpressing human HepG2 cells after 24 hrs by M... 17949858
Vero IC50 = 760.0 nM 6.12 Cytotoxicity against african green monkey Vero cells after 48 hrs by MTT assay 20405844
AU565 IC50 = 880.0 nM 6.06 Cytotoxicity against human AU565 cells after 48 hrs by MTT assay 20405844
SK-BR-3 IC50 = 1660.0 nM 5.78 Cytotoxicity against human SKBR3 cells after 48 hrs by MTT assay 20405844
SAOS-2 IC50 = 4930.0 nM 5.31 Cytotoxicity against human Saos2 cells after 48 hrs by MTT assay 20405844
NON-PROTEIN TARGET IC50 = 6060.0 nM 5.22 Cytotoxicity against human Hep3B cells after 48 hrs by MTT assay 20405844
DU-145 IC50 = 6650.0 nM 5.18 Cytotoxicity against human DU145 cells after 48 hrs by MTT assay 20405844
HeLa IC50 = 6750.0 nM 5.17 Cytotoxicity against human HeLa cells after 48 hrs by MTT assay 20405844
MCF7 IC50 = 7050.0 nM 5.15 Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay 20405844
HepG2 IC50 = 7410.0 nM 5.13 Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay 20405844
NIH3T3 IC50 = 7730.0 nM 5.11 Cytotoxicity against mouse 3T3 cells after 48 hrs by MTT assay 20405844
MDA-MB-231 IC50 = 8470.0 nM 5.07 Cytotoxicity against human MDA-MB-231 cells after 48 hrs by MTT assay 20405844
HT-29 IC50 = 10460.0 nM 4.98 Cytotoxicity against human HT-29 cells after 48 hrs by MTT assay 20405844
PC-3 IC50 = 11030.0 nM 4.96 Cytotoxicity against human PC3 cells after 48 hrs by MTT assay 20405844
LNCaP IC50 = 11530.0 nM 4.94 Cytotoxicity against human LNCAP cells after 48 hrs by MTT assay 20405844

Literature References

PubMed DOI Target Context # Activities
12502328 10.1021/np010599w Staphylococcus aureus 8
12502328 10.1021/np010599w Enterococcus faecalis 7
12502328 10.1021/np010599w Enterococcus faecium 4
20405844 10.1021/np900778j NIH3T3 1
9873739 10.1016/s0960-894x(98)00600-3 DNA topoisomerase 1 1
20405844 10.1021/np900778j SK-BR-3 1
20405844 10.1021/np900778j HeLa 1
20405844 10.1021/np900778j MCF7 1
20405844 10.1021/np900778j LNCaP 1
20405844 10.1021/np900778j HepG2 1
20405844 10.1021/np900778j AU565 1
20405844 10.1021/np900778j PC-3 1
20405844 10.1021/np900778j MDA-MB-231 1
20405844 10.1021/np900778j HT-29 1
17949858 10.1016/j.ejmech.2007.08.009 HepG2 1
17949858 10.1016/j.ejmech.2007.08.009 HCT-116 1
12502328 10.1021/np010599w Pseudomonas aeruginosa 1
12502328 10.1021/np010599w Escherichia coli 1
12502328 10.1021/np010599w HepG2 1
12502328 10.1021/np010599w HeLa 1

Data from ChEMBL 36 via Core Engine