Compound Detail

CHEMBL4466655

Enter ChEMBL ID:

Free Research Context This compound will appear in recent viewed items on the research home for this browser.

C=C1C(=O)O[C@H]2[C@H]1CC/C(C(=O)OCCOCCOC(=O)/C1=C/CC[C@@]3(C)O[C@H]3[C@H]3OC(=O)C(=C)[C@@H]3CC1)=C\CC[C@@]1(C)O[C@@H]21

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4466655
Phase	Preclinical
Structure Type	MOL
InChI Key	GWPIZLOXKPAPCU-RXQFCVLDSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

626.7

MW (Da)

3.60

ALogP

HBA

HBD

139.5

PSA (Å²)

0.13

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Unknown
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C34H42O11
MW	626.70
Aromatic Rings	0
Heavy Atoms	45
NP-Likeness	1.36

Activity Summary

IC50 15 meas. best 5.98

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
U-118-MG CHEMBL1075602	IC50	5.98	5.81	1040.0	3
C6 CHEMBL614657	IC50	5.78	5.78	1660.0	1
U-87 MG CHEMBL614247	IC50	5.75	5.4667	1760.0	3
SUM-159-PT CHEMBL4483269	IC50	5.55	5.55	2820.0	1
HeLa CHEMBL399	IC50	5.3	5.3	5050.0	1
Unchecked CHEMBL612545	IC50	5.28	5.28	5240.0	1
U-251 CHEMBL615022	IC50	5.15	5.15	7140.0	1
SF-126 CHEMBL614905	IC50	5.13	5.13	7490.0	1
NIH3T3 CHEMBL614822	IC50	5.1	5.1	7930.0	1
HepG2 CHEMBL395	IC50	4.99	4.99	10200.0	1
A549 CHEMBL392	IC50	4.92	4.92	11900.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
U-118-MG	IC50	=	1040.0	nM	5.98	Antiproliferative activity against human U118MG cells transfected with lentiviru...	31977207
C6	IC50	=	1660.0	nM	5.78	Antiproliferative activity against rat C6 cells assessed as reduction in cell vi...	31977207
U-118-MG	IC50	=	1800.0	nM	5.75	Antiproliferative activity against human U118MG cells assessed as reduction in c...	31977207
U-87 MG	IC50	=	1760.0	nM	5.75	Antiproliferative activity against human U87 cells transfected with lentivirus e...	31977207
U-118-MG	IC50	=	1980.0	nM	5.7	Antiproliferative activity against human U118MG cells transfected with lentiviru...	31977207
SUM-159-PT	IC50	=	2820.0	nM	5.55	Antiproliferative activity against human SUM159 cells assessed as reduction in c...	31977207
U-87 MG	IC50	=	3030.0	nM	5.52	Antiproliferative activity against human U87 cells assessed as reduction in cell...	31977207
HeLa	IC50	=	5050.0	nM	5.3	Antiproliferative activity against human HeLa cells assessed as reduction in cel...	31977207
Unchecked	IC50	=	5240.0	nM	5.28	Antiproliferative activity against human SHG44 cells assessed as reduction in ce...	31977207
U-251	IC50	=	7140.0	nM	5.15	Antiproliferative activity against human U251 cells assessed as reduction in cel...	31977207
SF-126	IC50	=	7490.0	nM	5.13	Antiproliferative activity against human SF126 cells assessed as reduction in ce...	31977207
U-87 MG	IC50	=	7390.0	nM	5.13	Antiproliferative activity against human U87 cells transfected with lentivirus e...	31977207
NIH3T3	IC50	=	7930.0	nM	5.1	Cytotoxicity against mouse 3T3 cells assessed as reduction in cell viability aft...	31977207
HepG2	IC50	=	10200.0	nM	4.99	Antiproliferative activity against human HepG2 cells assessed as reduction in ce...	31977207
A549	IC50	=	11900.0	nM	4.92	Antiproliferative activity against human A549 cells assessed as reduction in cel...	31977207

Literature References

PubMed	DOI	Target Context	# Activities
31977207	10.1021/acs.jmedchem.9b01328	U-118-MG	27
31977207	10.1021/acs.jmedchem.9b01328	Pyruvate kinase PKM	26
31977207	10.1021/acs.jmedchem.9b01328	U-87 MG	23
31977207	10.1021/acs.jmedchem.9b01328	Unchecked	5
31977207	10.1021/acs.jmedchem.9b01328	SF-126	1
31977207	10.1021/acs.jmedchem.9b01328	U-251	1
31977207	10.1021/acs.jmedchem.9b01328	C6	1
31977207	10.1021/acs.jmedchem.9b01328	NIH3T3	1
31977207	10.1021/acs.jmedchem.9b01328	HeLa	1
31977207	10.1021/acs.jmedchem.9b01328	HepG2	1
31977207	10.1021/acs.jmedchem.9b01328	SUM-159-PT	1
31977207	10.1021/acs.jmedchem.9b01328	A549	1
31977207	10.1021/acs.jmedchem.9b01328	Inhibitor of nuclear factor kappa-B kinase subunit beta	1
31977207	10.1021/acs.jmedchem.9b01328	Transcription factor p65	1

Data from ChEMBL 36 via Core Engine