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

CHEMBL289351

FOSBRETABULIN DISODIUM
🧪 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
COc1ccc(/C=C\c2cc(OC)c(OC)c(OC)c2)cc1OP(=O)([O-])[O-].[Na+].[Na+]
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL289351
Name FOSBRETABULIN DISODIUM
Phase Phase II
Structure Type MOL
InChI Key VXNQMUVMEIGUJW-XNOMRPDFSA-L
Parent Compound CHEMBL1206232
Active Moiety CHEMBL67

Known Names

CA 4P CA-4DP CA4DP Fosbretabulin disodium Fosbretabulin disodium salt
21
Targets
54
Activities
2
Assay Types
0
PK Parameters
20
Publications
5
Known Names
4
Indications
1
Mechanisms

Molecular Properties

396.3
MW (Da)
3.36
ALogP
6
HBA
2
HBD
103.7
PSA (Ų)
0.52
QED
0
Ro5 Violations
8
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Prodrug
USAN Stem -bulin; fos-
USAN Year 2008

Extended Properties

Molecular Formula C18H19Na2O8P
MW 440.30
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness 0.65

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Tubulin inhibitor INHIBITOR Tubulin ✓ ✓

Indications

Head and Neck Neoplasms Neoplasms Neoplasms Choroidal Neovascularization

Activity Summary

IC50 50 meas. best 9.54
EC50 4 meas. best 8.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
NCI-H460
CHEMBL396
 IC50 9.54 9.54 0.3 1
HeLa
CHEMBL399
 IC50 9.37 7.7 0.4 5
KB
CHEMBL398
 IC50 9.18 9.18 0.7 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 8.85 7.8789 1.4 19
MCF7
CHEMBL387
 IC50 8.7 7.56 2.0 3
HepG2
CHEMBL395
 IC50 8.7 7.635 2.0 2
L1210
CHEMBL386
 IC50 8.68 7.8867 2.1 3
HMEC-1
CHEMBL4296433
 IC50 8.54 8.54 2.9 2
MDA-MB-231
CHEMBL400
 IC50 8.44 8.44 3.7 1
Paracentrotus lividus
CHEMBL613240
 EC50 8.3 7.4333 5.0 3
MIA PaCa-2
CHEMBL614725
 IC50 8.28 8.28 5.3 1
CCRF-CEM
CHEMBL382
 IC50 7.96 7.6467 11.0 3
Jurkat
CHEMBL397
 EC50 7.82 7.82 15.0 1
Bel-7402
CHEMBL614279
 IC50 7.4 7.4 40.0 1
L02
CHEMBL4296457
 IC50 6.85 6.85 140.2 1
HT-29
CHEMBL384
 IC50 6.7 6.7 200.0 1
HCT-116
CHEMBL394
 IC50 6.62 6.62 240.0 1
A549
CHEMBL392
 IC50 6.4 6.4 400.0 1
MGC-803
CHEMBL3706566
 IC50 6.33 6.33 470.0 1
K562
CHEMBL385
 IC50 6.14 6.14 720.0 1
Unchecked
CHEMBL612545
 IC50 6.05 5.685 900.0 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
NCI-H460 IC50 = 0.29 nM 9.54 Antiproliferation activity against human NCI-H460 cells measured after 72 hrs in... 38781920
HeLa IC50 = 0.43 nM 9.37 Cytotoxicity against human HeLa cells by MTT assay 19879758
KB IC50 = 0.66 nM 9.18 Antiproliferation activity against human KB cells measured after 72 hrs incubati... 38781920
NON-PROTEIN TARGET IC50 = 1.4 nM 8.85 Growth inhibition of human DU145 cells measured after 48 hrs by MTS assay 27100701
NON-PROTEIN TARGET IC50 = 1.6 nM 8.8 Growth inhibition of human A375 cells measured after 48 hrs by MTS assay 27100701
NON-PROTEIN TARGET IC50 = 1.6 nM 8.8 Growth inhibition of human HCT116 cells measured after 48 hrs by MTS assay 27100701
HepG2 IC50 = 2.0 nM 8.7 Antiproliferative activity against human HepG2 cells measured after 48 hrs by SR... 32113125
NON-PROTEIN TARGET IC50 = 2.0 nM 8.7 In vitro cytotoxicity evaluated in mouse heart endotheliaoma cell (MHEC5-T) afte... 12699742
NON-PROTEIN TARGET IC50 = 2.0 nM 8.7 Cytotoxicity against mouse MHEC5-T cells after 5 days by MTT assay 18303849
MCF7 IC50 = 2.0 nM 8.7 Cytotoxicity against human MCF7 cells by MTT assay 19879758
L1210 IC50 = 2.1 nM 8.68 Antiproliferative activity against mouse L1210 cells after 96 hrs by coulter cou... 29471122
NON-PROTEIN TARGET IC50 = 2.8 nM 8.55 Growth inhibition of human MDA-MB-231 cells measured after 48 hrs by MTS assay 27100701
NON-PROTEIN TARGET IC50 = 2.9 nM 8.54 Antiproliferative activity against human HMEC1 cells after 4 days by Coulter cou... 25626146
HMEC-1 IC50 = 2.9 nM 8.54 Antiproliferative activity against human HMEC1 cells after 4 days by coulter cou... 29471122
HMEC-1 IC50 = 2.9 nM 8.54 Antiproliferative activity against human HMEC1 cells measured after 4 days by Co... 30921759
MDA-MB-231 IC50 = 3.66 nM 8.44 Antiproliferation activity against human MDA-MB-231 cells measured after 72 hrs ... 38781920
NON-PROTEIN TARGET IC50 = 3.9 nM 8.41 Antiproliferative activity against bovine BAEC cells after 3 days by Coulter cou... 25626146
Paracentrotus lividus EC50 = 5.0 nM 8.3 Antiproliferative activity against Paracentrotus lividus embryo assessed as clea... 20110137
MIA PaCa-2 IC50 = 5.26 nM 8.28 Antiproliferation activity against human MIA PaCa-2 cells measured after 72 hrs ... 38781920
NON-PROTEIN TARGET IC50 = 6.2 nM 8.21 Growth inhibition of human PC3 cells measured after 48 hrs by MTS assay 27100701

Literature References

PubMed DOI Target Context # Activities
24387982 10.1016/j.bmc.2013.12.015 Jurkat 14
27100701 10.1021/acs.jnatprod.6b00173 NON-PROTEIN TARGET 11
27718473 10.1016/j.ejmech.2016.09.075 NON-PROTEIN TARGET 11
24387982 10.1016/j.bmc.2013.12.015 Unchecked 9
30580241 10.1016/j.ejmech.2018.12.030 HeLa 7
27690431 10.1021/acs.jmedchem.6b01128 NON-PROTEIN TARGET 4
36324492 10.1039/d2md00065b Chorioallantoic membrane 3
38781920 10.1016/j.ejmech.2024.116509 MCF7 3
31499359 10.1016/j.ejmech.2019.111670 A549 3
20110137 10.1016/j.ejmech.2009.12.072 Paracentrotus lividus 3
21049975 10.1021/np1004278 Paracentrotus lividus 3
32196334 10.1021/acs.jnatprod.9b00773 4T1 3
24387982 10.1016/j.bmc.2013.12.015 Molecular identity unknown 3
31059248 10.1021/acs.jmedchem.9b00551 Tubulin 2
25626146 10.1016/j.ejmech.2015.01.038 NON-PROTEIN TARGET 2
20690624 10.1021/jm1002414 NON-PROTEIN TARGET 2
27690431 10.1021/acs.jmedchem.6b01128 Unchecked 2
24164557 10.1021/jm4013938 MNNG-HOS 2
12699742 10.1016/s0960-894x(03)00206-3 NON-PROTEIN TARGET 2
27690431 10.1021/acs.jmedchem.6b01128 HUVEC 2

Data from ChEMBL 36 via Core Engine