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Compound Detail

CHEMBL408194

OBATOCLAX
🧪 Phase III
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🧪 Phase III
COC1=CC(c2cc3ccccc3[nH]2)=N/C1=C\c1[nH]c(C)cc1C

Basic Information

ChEMBL ID CHEMBL408194
Name OBATOCLAX
Phase Phase III
Structure Type MOL
InChI Key RFTSSZJZXOSICM-GRSHGNNSSA-N

Known Names

GX15-070 Obatoclax
10
Targets
23
Activities
3
Assay Types
1
PK Parameters
20
Publications
2
Known Names
2
Indications

Molecular Properties

317.4
MW (Da)
4.49
ALogP
2
HBA
2
HBD
53.2
PSA (Ų)
0.73
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Achiral

Flags

Natural Product
USAN Stem -toclax
USAN Year 2005

Extended Properties

Molecular Formula C20H19N3O
MW 317.39
Aromatic Rings 3
Heavy Atoms 24
NP-Likeness -0.15

Indications

Leukemia, Myeloid, Acute Small Cell Lung Carcinoma

Activity Summary

Ki 10 meas. best 6.0
IC50 9 meas. best 5.96
EC50 4 meas. best 6.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Apoptosis regulator Bcl-2
CHEMBL4860
EC50 6.52 6.52 300.0 1
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
EC50 6.3 6.3 500.0 1
Bcl-2-related protein A1
CHEMBL6044
EC50 6.22 6.22 600.0 1
Bcl-2-like protein 1
CHEMBL4625
EC50 6.05 6.05 900.0 1
Bcl-2-related protein A1
CHEMBL6044
Ki 6.0 6.0 1000.0 1
Bcl2-associated agonist of cell death
CHEMBL3817
Ki 6.0 6.0 1000.0 1
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
Ki 6.0 5.85 1000.0 2
Bcl-2-like protein 10
CHEMBL5988
Ki 6.0 6.0 1000.0 1
Bcl-2-like protein 2
CHEMBL4677
Ki 6.0 5.575 1000.0 2
Apoptosis regulator Bcl-2
CHEMBL4860
Ki 5.96 5.96 1110.0 1
Apoptosis regulator Bcl-2
CHEMBL4860
IC50 5.96 5.96 1110.0 2
Induced myeloid leukemia cell differentiation protein Mcl-1
CHEMBL4361
IC50 5.54 5.54 2900.0 2
Plasmodium falciparum
CHEMBL364
IC50 5.37 5.335 4250.0 2
Bcl-2-like protein 1
CHEMBL4625
Ki 5.33 5.33 4690.0 1
Bcl-2-like protein 1
CHEMBL4625
IC50 5.33 5.33 4690.0 2
Adenosine receptor A1
CHEMBL226
Ki 5.3 5.3 5000.0 1
NON-PROTEIN TARGET
CHEMBL3879801
IC50 4.92 4.92 12100.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 22.39 uL.min-1.(10^6cells)-1 Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Apoptosis regulator Bcl-2 EC50 = 300.0 nM 6.52 Inhibition of GST-tagged recombinant Bcl2 interaction with biotinylated Bim pept... 23047228
Induced myeloid leukemia cell differentiation protein Mcl-1 EC50 = 500.0 nM 6.3 Inhibition of GST-tagged recombinant Mcl1 interaction with biotinylated Bim pept... 23047228
Bcl-2-related protein A1 EC50 = 600.0 nM 6.22 Inhibition of GST-tagged recombinant Bfl1 interaction with biotinylated Bim pept... 23047228
Bcl-2-like protein 1 EC50 = 900.0 nM 6.05 Inhibition of GST-tagged recombinant Bcl-XL interaction with biotinylated Bim pe... 23047228
Bcl-2-related protein A1 Ki = 1000.0 nM 6.0 Inhibition of BH3 peptide binding to human recombinant A1 by fluorescence polari... 18040043
Bcl-2-like protein 2 Ki = 1000.0 nM 6.0 Inhibition of BH3 peptide binding to human recombinant BCL-w by fluorescence pol... 18040043
Induced myeloid leukemia cell differentiation protein Mcl-1 Ki = 1000.0 nM 6.0 Inhibition of BH3 peptide binding to human recombinant MCL1 by fluorescence pola... 18040043
Bcl2-associated agonist of cell death Ki = 1000.0 nM 6.0 Inhibition of BH3 peptide binding to human recombinant BCL-XL by fluorescence po... 18040043
Bcl-2-like protein 10 Ki = 1000.0 nM 6.0 Inhibition of BH3 peptide binding to human recombinant BCL-b by fluorescence pol... 18040043
Apoptosis regulator Bcl-2 Ki = 1110.0 nM 5.96 Inhibition of Bcl2 (unknown origin) 31129454
Apoptosis regulator Bcl-2 IC50 = 1110.0 nM 5.96 Inhibition of Bcl-2 (unknown origin) by fluorescence polarization assay 29407973
Apoptosis regulator Bcl-2 IC50 = 1110.0 nM 5.96 Inhibition of FITC-labeled Bid BH3 peptide binding to human GST-tagged BCL2 lack... -
Induced myeloid leukemia cell differentiation protein Mcl-1 Ki = 2000.0 nM 5.7 Inhibition of MCl-1 (unknown origin) 31129454
Induced myeloid leukemia cell differentiation protein Mcl-1 IC50 = 2900.0 nM 5.54 Inhibition of Mcl-1 (unknown origin) by fluorescence polarization assay 29407973
Induced myeloid leukemia cell differentiation protein Mcl-1 IC50 = 2900.0 nM 5.54 Inhibition of FITC-labeled Bid BH3 peptide binding to human GST-tagged MCL1 lack... -
Plasmodium falciparum IC50 = 4250.0 nM 5.37 Antimalarial activity Plasmodium falciparum D6 after 72 hrs by SYBR Green I base... 21736388
Bcl-2-like protein 1 Ki = 4690.0 nM 5.33 Inhibition of Bcl-xL (unknown origin) 31129454
Bcl-2-like protein 1 IC50 = 4690.0 nM 5.33 Inhibition of Bcl-xL (unknown origin) by fluorescence polarization assay 29407973
Bcl-2-like protein 1 IC50 = 4690.0 nM 5.33 Inhibition of FITC-labeled Bid BH3 peptide binding to human GST-tagged Bcl-XL la... -
Adenosine receptor A1 Ki = 5000.0 nM 5.3 Inhibition of adenosine receptor A1 (unknown origin) 31129454

Literature References

PubMed DOI Target Context # Activities
18040043 10.1073/pnas.0709443104 Mus musculus 8
18040043 10.1073/pnas.0709443104 Unchecked 5
18040043 10.1073/pnas.0709443104 KB 3
18040043 10.1073/pnas.0709443104 SK-MEL-5 3
18040043 10.1073/pnas.0709443104 Saccharomyces cerevisiae 3
18040043 10.1073/pnas.0709443104 NON-PROTEIN TARGET 3
21736388 10.1021/jm200543y Plasmodium falciparum 2
18040043 10.1073/pnas.0709443104 Epithelial cell 2
31129454 10.1016/j.ejmech.2019.05.019 Adenosine receptor A1 1
18040043 10.1073/pnas.0709443104 Bcl2-associated agonist of cell death 1
23047228 10.1016/j.ejmech.2012.09.012 Bcl-2-like protein 1 1
21736388 10.1021/jm200543y ADMET 1
18040043 10.1073/pnas.0709443104 B16-F1 1
18040043 10.1073/pnas.0709443104 4T1 1
18040043 10.1073/pnas.0709443104 SW480 1
18040043 10.1073/pnas.0709443104 PC-3 1
18040043 10.1073/pnas.0709443104 C-33-A 1
18040043 10.1073/pnas.0709443104 Bcl-2-like protein 10 1
18040043 10.1073/pnas.0709443104 Bcl-2-related protein A1 1
18040043 10.1073/pnas.0709443104 Bcl-2-like protein 2 1

Data from ChEMBL 36 via Core Engine