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Compound Detail

CHEMBL85065

NAPHTHYLCOMBRETASTATIN
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COc1cc(/C=C\c2ccc3ccccc3c2)cc(OC)c1OC
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL85065
Name NAPHTHYLCOMBRETASTATIN
Phase Preclinical
Structure Type MOL
InChI Key GOOTUFTVCKSZRA-HJWRWDBZSA-N
9
Targets
23
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

320.4
MW (Da)
5.04
ALogP
3
HBA
0
HBD
27.7
PSA (Ų)
0.62
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H20O3
MW 320.39
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness 0.18

Activity Summary

IC50 23 meas. best 7.8

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HT-29
CHEMBL384
 IC50 7.8 7.254 15.8 5
P388
CHEMBL389
 IC50 7.8 7.1225 15.8 4
A549
CHEMBL392
 IC50 7.8 7.226 15.8 5
HCT-116
CHEMBL394
 IC50 7.8 7.75 15.8 2
SK-MEL-28
CHEMBL614919
 IC50 7.8 7.7667 15.8 3
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 7.7 7.7 20.0 1
HeLa
CHEMBL399
 IC50 7.7 7.7 20.0 1
Unchecked
CHEMBL612545
 IC50 5.27 5.27 5400.0 1
Tubulin beta chain
CHEMBL3394
 IC50 5.0 5.0 10000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
A549 IC50 = 15.85 nM 7.8 The compound was evaluated for its cytotoxic potency against A-549 cell line 11086727
HT-29 IC50 = 15.85 nM 7.8 The compound was evaluated for its cytotoxic potency against HT-29 cell line 11086727
SK-MEL-28 IC50 = 15.85 nM 7.8 The compound was evaluated for its cytotoxic potency against MEL-28 cell line 11086727
P388 IC50 = 15.85 nM 7.8 Cytotoxic activity against P-388 cell line 15203159
A549 IC50 = 15.85 nM 7.8 Cytotoxic activity against A-549 cell line 15203159
HT-29 IC50 = 15.85 nM 7.8 Cytotoxic activity against HT-29 cell line 15203159
SK-MEL-28 IC50 = 15.85 nM 7.8 Cytotoxic activity against MEL-28 cell line 15203159
HCT-116 IC50 = 15.85 nM 7.8 Cytotoxic activity against H116 cell line 15203159
P388 IC50 = 15.85 nM 7.8 The compound was evaluated for its cytotoxic potency against P388 cell line 11086727
HT-29 IC50 = 20.0 nM 7.7 Inhibitory concentration value against human colon adenocarcinoma HT-29 tumor ce... 15658869
A549 IC50 = 20.0 nM 7.7 Cytotoxicity against human A549 cells 17434303
HT-29 IC50 = 20.0 nM 7.7 Cytotoxicity against human HT29 cells 17434303
HeLa IC50 = 20.0 nM 7.7 Cytotoxicity against human HeLa cells 17434303
NON-PROTEIN TARGET IC50 = 20.0 nM 7.7 Inhibitory concentration value against human MEL-28 or human cancer HeLa tumor c... 15658869
HCT-116 IC50 = 20.0 nM 7.7 Inhibitory concentration value against human colon carcinoma H-116 tumor cell li... 15658869
SK-MEL-28 IC50 = 20.0 nM 7.7 Inhibitory concentration value against human MEL-28 tumor cell line 15658869
A549 IC50 = 20.0 nM 7.7 Inhibitory concentration value against human A-549 tumor cell line 15658869
P388 IC50 = 20.0 nM 7.7 Inhibitory concentration value against murine P-388 tumor cell line 15658869
Unchecked IC50 = 5400.0 nM 5.27 Antiproliferative activity against human MEL28 cells 30366253
HT-29 IC50 = 5400.0 nM 5.27 Antiproliferative activity against human HT-29 cells 30366253

Literature References

PubMed DOI Target Context # Activities
15658869 10.1021/jm0310737 A549 1
30366253 10.1016/j.ejmech.2018.10.018 P388 1
17434303 10.1016/j.bmcl.2007.03.082 A549 1
17434303 10.1016/j.bmcl.2007.03.082 HT-29 1
17434303 10.1016/j.bmcl.2007.03.082 HeLa 1
15658869 10.1021/jm0310737 Tubulin beta chain 1
15658869 10.1021/jm0310737 HL-60 1
15658869 10.1021/jm0310737 NON-PROTEIN TARGET 1
15658869 10.1021/jm0310737 HCT-116 1
15658869 10.1021/jm0310737 SK-MEL-28 1
15658869 10.1021/jm0310737 HT-29 1
11086727 10.1016/s0960-894x(00)00506-0 P388 1
15658869 10.1021/jm0310737 P388 1
15203159 10.1016/j.bmcl.2004.04.098 HCT-116 1
15203159 10.1016/j.bmcl.2004.04.098 SK-MEL-28 1
15203159 10.1016/j.bmcl.2004.04.098 HT-29 1
15203159 10.1016/j.bmcl.2004.04.098 A549 1
15203159 10.1016/j.bmcl.2004.04.098 P388 1
11086727 10.1016/s0960-894x(00)00506-0 SK-MEL-28 1
11086727 10.1016/s0960-894x(00)00506-0 HT-29 1

Data from ChEMBL 36 via Core Engine