Compound Detail

CHEMBL4081954

Enter ChEMBL ID:

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

O=C(NCCCc1ccc(O)cc1)c1cc2ccc(O)cc2oc1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4081954
Phase	Preclinical
Structure Type	MOL
InChI Key	IRTLXYIOFBGNOF-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

339.4

MW (Da)

2.57

ALogP

HBA

HBD

99.8

PSA (Å²)

0.49

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C19H17NO5
MW	339.35
Aromatic Rings	3
Heavy Atoms	25
NP-Likeness	-0.19

Activity Summary

IC50 8 meas. best 8.38

Ki 5 meas. best 8.64

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Aldo-keto reductase family 1 member B10 CHEMBL5983	Ki	8.64	8.64	2.3	1
Unchecked CHEMBL612545	Ki	8.6	8.155	2.5	4
Aldo-keto reductase family 1 member B10 CHEMBL5983	IC50	8.38	8.38	4.2	1
Aldo-keto reductase family 1 member B1 CHEMBL1900	IC50	6.69	6.69	204.0	1
Aldo-keto reductase family 1 member C4 CHEMBL4999	IC50	6.09	6.09	820.0	1
Aldo-keto reductase family 1 member C1 CHEMBL5905	IC50	6.02	6.02	950.0	1
Aldo-keto reductase family 1 member C2 CHEMBL5847	IC50	6.01	6.01	970.0	1
Aldo-keto reductase family 1 member A1 CHEMBL2246	IC50	5.82	5.82	1500.0	1
Aldo-keto reductase family 1 member C3 CHEMBL4681	IC50	5.8	5.8	1600.0	1
Carbonyl reductase [NADPH] 1 CHEMBL5586	IC50	5.38	5.38	4200.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Aldo-keto reductase family 1 member B10	Ki	=	2.3	nM	8.64	Competitive inhibition of recombinant human AKR1B10 in presence of geraniol as s...	28976752
Unchecked	Ki	=	2.5	nM	8.6	Competitive inhibition of recombinant human AKR1B10 Gln303Ser mutant in presence...	28976752
Aldo-keto reductase family 1 member B10	IC50	=	4.2	nM	8.38	Inhibition of recombinant human AKR1B10 using pyridine-3-aldehyde as substrate	28976752
Unchecked	Ki	=	6.9	nM	8.16	Competitive inhibition of recombinant human AKR1B10 Lys125Leu mutant in presence...	28976752
Unchecked	Ki	=	9.8	nM	8.01	Competitive inhibition of recombinant human AKR1B10 Val301Leu mutant in presence...	28976752
Unchecked	Ki	=	14.0	nM	7.85	Competitive inhibition of recombinant human AKR1B10 Trp220Tyr mutant in presence...	28976752
Aldo-keto reductase family 1 member B1	IC50	=	204.0	nM	6.69	Inhibition of recombinant human AKR1B1 using pyridine-3-aldehyde as substrate	28976752
Aldo-keto reductase family 1 member C4	IC50	=	820.0	nM	6.09	Inhibition of recombinant human AKR1C4 using S-tetralol as substrate	28976752
Aldo-keto reductase family 1 member C1	IC50	=	950.0	nM	6.02	Inhibition of recombinant human AKR1C1 using S-tetralol as substrate	28976752
Aldo-keto reductase family 1 member C2	IC50	=	970.0	nM	6.01	Inhibition of recombinant human AKR1C2 using S-tetralol as substrate	28976752
Aldo-keto reductase family 1 member A1	IC50	=	1500.0	nM	5.82	Inhibition of recombinant human AKR1A1 using pyridine-3-aldehyde as substrate	28976752
Aldo-keto reductase family 1 member C3	IC50	=	1600.0	nM	5.8	Inhibition of recombinant human AKR1C3 using S-tetralol as substrate	28976752
Carbonyl reductase [NADPH] 1	IC50	=	4200.0	nM	5.38	Inhibition of recombinant human CBR1 using isatin as substrate	28976752

Literature References

PubMed	DOI	Target Context	# Activities
28976752	10.1021/acs.jmedchem.7b00830	Unchecked	17
28976752	10.1021/acs.jmedchem.7b00830	A549/CDDP	4
28976752	10.1021/acs.jmedchem.7b00830	Aldo-keto reductase family 1 member B10	2
28976752	10.1021/acs.jmedchem.7b00830	A549	2
28976752	10.1021/acs.jmedchem.7b00830	Aldo-keto reductase family 1 member B1	1
28976752	10.1021/acs.jmedchem.7b00830	Aldo-keto reductase family 1 member A1	1
28976752	10.1021/acs.jmedchem.7b00830	Aldo-keto reductase family 1 member C1	1
28976752	10.1021/acs.jmedchem.7b00830	Aldo-keto reductase family 1 member C2	1
28976752	10.1021/acs.jmedchem.7b00830	Aldo-keto reductase family 1 member C3	1
28976752	10.1021/acs.jmedchem.7b00830	Aldo-keto reductase family 1 member C4	1
28976752	10.1021/acs.jmedchem.7b00830	Carbonyl reductase [NADPH] 1	1

Data from ChEMBL 36 via Core Engine