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Compound Detail

CHEMBL49442

AMETANTRONE
🧪 Phase II
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🧪 Phase II
O=C1c2ccccc2C(=O)c2c(NCCNCCO)ccc(NCCNCCO)c21
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL49442
Name AMETANTRONE
Phase Phase II
Structure Type MOL
InChI Key FFGSXKJJVBXWCY-UHFFFAOYSA-N

Known Names

Ametantrona Ametantrone NSC-196473
11
Targets
19
Activities
2
Assay Types
0
PK Parameters
20
Publications
3
Known Names

Molecular Properties

412.5
MW (Da)
0.45
ALogP
8
HBA
6
HBD
122.7
PSA (Ų)
0.24
QED
1
Ro5 Violations
12
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral
USAN Stem -antrone
USAN Year 1981

Extended Properties

Molecular Formula C22H28N4O4
MW 412.49
Aromatic Rings 2
Heavy Atoms 30
NP-Likeness -0.06

Activity Summary

IC50 18 meas. best 7.8
EC50 1 meas. best 6.56

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HL-60
CHEMBL383
 IC50 7.8 7.8 15.9 1
DNA topoisomerase 2-beta
CHEMBL3396
 IC50 7.52 7.52 30.0 1
L1210
CHEMBL386
 IC50 6.84 6.14 146.0 2
A2780
CHEMBL614004
 IC50 6.75 6.355 180.0 2
K562
CHEMBL385
 IC50 6.74 5.825 181.0 2
L1210
CHEMBL386
 EC50 6.56 6.56 275.0 1
MCF7
CHEMBL387
 IC50 6.29 6.29 510.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.29 6.17 510.0 2
LoVo
CHEMBL614721
 IC50 6.24 5.225 580.0 4
HeLa
CHEMBL399
 IC50 6.05 6.05 900.0 1
DU-145
CHEMBL613508
 IC50 5.99 5.99 1020.0 1
PC-3
CHEMBL390
 IC50 5.73 5.73 1848.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HL-60 IC50 = 15.9 nM 7.8 Compound was tested in vitro for cytotoxicity against HL60 human leukemia cell l... 10479282
DNA topoisomerase 2-beta IC50 = 30.0 nM 7.52 Poison activity at recombinant human topoisomerase 2beta using pBR322 plasmid as... 29870668
L1210 IC50 = 146.0 nM 6.84 Compound was tested in vitro for cytotoxicity against L1210 murine cell line (48... 10479282
A2780 IC50 = 180.0 nM 6.75 In vitro Cytotoxic activity of compound in comparison with reference compounds i... 10479282
K562 IC50 = 181.0 nM 6.74 Compound was tested in vitro for cytotoxicity against MDR cell line K562R (72 hr... 10479282
L1210 EC50 = 275.0 nM 6.56 Concentration of compound required to inhibit the cellular protein biosynthesis ... 8421288
NON-PROTEIN TARGET IC50 = 510.0 nM 6.29 Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay 27521587
MCF7 IC50 = 510.0 nM 6.29 Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay 28342691
LoVo IC50 = 580.0 nM 6.24 Inhibitory activity against human colon adenocarcinoma cell line LoVo. 7853345
LoVo IC50 = 641.0 nM 6.19 In vitro Cytotoxic activity of compound in comparison with reference compounds i... 10479282
NON-PROTEIN TARGET IC50 = 900.0 nM 6.05 Cytotoxicity against human HeLa cells after 72 hrs by MTT assay 27521587
HeLa IC50 = 900.0 nM 6.05 Cytotoxicity against human HeLa cells after 72 hrs by MTT assay 28342691
DU-145 IC50 = 1020.0 nM 5.99 In vitro Cytotoxic activity of compound in comparison with reference compounds i... 10479282
A2780 IC50 = 1108.0 nM 5.96 In vitro Cytotoxic activity of compound in comparison with reference compounds i... 10479282
PC-3 IC50 = 1848.0 nM 5.73 In vitro Cytotoxic activity of compound in comparison with reference compounds i... 10479282
L1210 IC50 = 3650.0 nM 5.44 In vitro inhibitory activity against murine L1210 leukemia 1732555
K562 IC50 = 12392.0 nM 4.91 Compound was tested in vitro for cytotoxicity against MDR cell line K562R (RI) (... 10479282
LoVo IC50 = 36802.0 nM 4.43 In vitro Cytotoxic activity of compound in comparison with reference compounds i... 10479282
LoVo IC50 = 92000.0 nM 4.04 Inhibitory activity against human colon adenocarcinoma cell line LoVo/Dx. 7853345

Literature References

PubMed DOI Target Context # Activities
458801 10.1021/jm00191a008 P388 10
458801 10.1021/jm00191a008 B16 10
1875336 10.1021/jm00112a009 Mus musculus 9
628005 10.1021/jm00201a012 P388 8
458801 10.1021/jm00191a008 L1210 8
3172129 10.1021/jm00118a015 P338 8
458801 10.1021/jm00191a008 Colon 26 6
8421288 10.1021/jm00053a005 Unchecked 4
2754697 10.1021/jm00128a009 P388 4
2754697 10.1021/jm00128a009 Unchecked 4
628005 10.1021/jm00201a012 Mus musculus 4
1995874 10.1021/jm00106a009 P388 4
7853345 10.1021/jm00003a015 LoVo 3
8421288 10.1021/jm00053a005 P388 3
2391703 10.1021/jm00171a048 L1210 3
628005 10.1021/jm00201a012 L1210 3
7853345 10.1021/jm00003a015 Nucleic Acid 2
17962028 10.1016/j.bmc.2007.10.012 MCF7 2
8145234 10.1021/jm00032a018 LoVo 2
1732555 10.1021/jm00080a026 Mus musculus 2

Data from ChEMBL 36 via Core Engine