Compound Detail

CHEMBL266497

SORBINIL

🧪 Phase III

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🧪 Phase III

O=C1NC(=O)[C@@]2(CCOc3ccc(F)cc32)N1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL266497
Name	SORBINIL
Phase	Phase III
Structure Type	MOL
InChI Key	LXANPKRCLVQAOG-NSHDSACASA-N

Known Names

CP-45,634 CP-45634 NSC-355082 Sorbinil Sorbinilo

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

236.2

MW (Da)

0.64

ALogP

HBA

HBD

67.4

PSA (Å²)

0.65

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Single Enantiomer

USAN Year

1979

Extended Properties

Molecular Formula	C11H9FN2O3
MW	236.20
Aromatic Rings	1
Heavy Atoms	17
NP-Likeness	-0.49

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Aldose reductase inhibitor	INHIBITOR	Aldo-keto reductase family 1 member B1	✓	✓

Indications

Diabetic Retinopathy

Activity Summary

IC50 96 meas. best 8.51

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Unchecked CHEMBL612545	IC50	8.51	6.29	3.1	5
Aldo-keto reductase family 1 member B1 CHEMBL2622	IC50	7.77	6.5223	17.0	31
Aldo-keto reductase family 1 member A1 CHEMBL3871	IC50	7.54	6.65	29.0	2
Aldo-keto reductase family 1 member B1 CHEMBL1900	IC50	7.17	6.1089	67.0	28
Aldo-keto reductase family 1 member B1 CHEMBL3081	IC50	6.82	5.7941	150.0	17
Rattus norvegicus CHEMBL376	IC50	6.0	5.7733	1000.0	3
Aldo-keto reductase family 1 member B1 CHEMBL4559	IC50	5.96	5.96	1100.0	1
Aldo-keto reductase family 1 member A1 CHEMBL2246	IC50	5.92	5.45	1200.0	4
Aldo-keto reductase family 1 member A1 CHEMBL4049	IC50	5.72	5.56	1900.0	2
Aldo-keto reductase family 1 member B10 CHEMBL5983	IC50	5.02	5.02	9600.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Unchecked	IC50	=	3.1	nM	8.51	Inhibition of calf lens ALR2 using glyceraldehyde as substrate incubated for 5 m...	29751237
Aldo-keto reductase family 1 member B1	IC50	=	17.0	nM	7.77	Compound was tested for inhibitory concentration against rat lens aldose reducta...	3086557
Aldo-keto reductase family 1 member B1	IC50	=	17.0	nM	7.77	Inhibition of crude aldose reductase of rat lens	3093680
Aldo-keto reductase family 1 member B1	IC50	=	20.0	nM	7.7	Compound was tested for its ability to inhibit crude aldose reductase obtained f...	3084783
Aldo-keto reductase family 1 member A1	IC50	=	29.0	nM	7.54	In vitro inhibitory activity against aldehyde reductase 1 (ALR1) from rat kidney...	12672241
Aldo-keto reductase family 1 member B1	IC50	=	29.0	nM	7.54	Inhibition of Sprague-Dawley rat kidney ALR1 using sodium D-glucuronate as subst...	28392277
Aldo-keto reductase family 1 member B1	IC50	=	67.0	nM	7.17	In vitro inhibition of rabbit lens aldose reductase.	3097317
Aldo-keto reductase family 1 member B1	IC50	=	70.0	nM	7.16	The compound was tested for the inhibition of Aldose reductase in rat lens assay...	1906108
Aldo-keto reductase family 1 member B1	IC50	=	70.0	nM	7.16	Inhibition of aldose reductase	20189816
Aldo-keto reductase family 1 member B1	IC50	=	73.0	nM	7.14	Concentration required to produce 50% inhibition of aldose reductase enzyme (the...	3114491
Aldo-keto reductase family 1 member B1	IC50	=	100.0	nM	7.0	In vitro inhibition of Aldose reductase (AR) from rat lens (RL)	1956041
Aldo-keto reductase family 1 member B1	IC50	=	120.0	nM	6.92	Inhibition of human placental aldose reductase (HPAR) activity with glyceraldehy...	2498517
Aldo-keto reductase family 1 member B1	IC50	=	140.0	nM	6.85	In vitro inhibitory activity against human recombinant Aldose reductase in strep...	12773033
Aldo-keto reductase family 1 member B1	IC50	=	140.0	nM	6.85	In vitro inhibitroy concentration against Aldose reductase incubated at 24 degre...	16190759
Aldo-keto reductase family 1 member B1	IC50	=	150.0	nM	6.82	Inhibitory activity against bovine lens aldose reductase	3934383
Aldo-keto reductase family 1 member B1	IC50	=	170.0	nM	6.77	In vitro inhibitory activity against Aldose reductase isolated from human placen...	2113948
Aldo-keto reductase family 1 member B1	IC50	=	180.0	nM	6.75	Inhibitory concentration against aldose reductase obtained from rat lens	2491890
Aldo-keto reductase family 1 member B1	IC50	=	190.0	nM	6.72	Inhibitory activity against aldose reductase in rat lens	1906108
Aldo-keto reductase family 1 member B1	IC50	=	200.0	nM	6.7	Inhibitory activity against rat lens aldose reductase	3934383
Aldo-keto reductase family 1 member B1	IC50	=	230.0	nM	6.64	Inhibition of aldose reductase from rat lens. Value ranges from 0.07 - 1.2	2496229

Literature References

PubMed	DOI	Target Context	# Activities
2113948	10.1021/jm00169a005	Rattus norvegicus	8
1908522	10.1021/jm00112a029	Rattus norvegicus	7
3934383	10.1021/jm00149a030	Aldo-keto reductase family 1 member B1	6
2509709	10.1021/jm00131a012	Rattus norvegicus	5
3925146	10.1021/jm00145a001	Aldo-keto reductase family 1 member B1	5
3097317	10.1021/jm00161a033	Aldo-keto reductase family 1 member B1	4
30818176	10.1016/j.ejmech.2019.02.036	Aldo-keto reductase family 1 member B1	4
1900532	10.1021/jm00107a020	Aldo-keto reductase family 1 member B1	4
3121857	10.1021/jm00396a037	Rattus norvegicus	4
10737739	10.1021/jm990168z	Unchecked	4
1597858	10.1021/jm00089a021	Rattus norvegicus	4
1908522	10.1021/jm00112a029	Aldo-keto reductase family 1 member B1	3
1956041	10.1021/jm00115a011	Aldo-keto reductase family 1 member B1	3
20304656	10.1016/j.bmc.2010.02.050	Unchecked	3
27140653	10.1021/acs.jnatprod.6b00185	Mus musculus	3
10354396	10.1021/jm980441h	Aldo-keto reductase family 1 member B1	3
1469692	10.1021/jm00102a016	Rattus norvegicus	3
3114491	10.1021/jm00392a012	Aldo-keto reductase family 1 member B1	2
15115413	10.1021/jm031060t	Aldo-keto reductase family 1 member B1	2
2498517	10.1021/jm00126a011	Aldo-keto reductase family 1 member B1	2

Data from ChEMBL 36 via Core Engine