Compound Detail

CHEMBL387152

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C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2C(=O)COS(=O)(=O)c1ccc(Br)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL387152
Phase	Preclinical
Structure Type	MOL
InChI Key	ZQNARVKYKGBJES-YNHSGCSHSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

549.5

MW (Da)

5.87

ALogP

HBA

HBD

77.5

PSA (Å²)

0.43

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C27H33BrO5S
MW	549.53
Aromatic Rings	1
Heavy Atoms	34
NP-Likeness	1.11

Activity Summary

IC50 11 meas. best 6.0

EC50 1 meas. best 4.35

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Tyrosyl-DNA phosphodiesterase 1 CHEMBL1075138	IC50	6.0	5.29	1000.0	5
Adenylate cyclase type 10 CHEMBL5854	IC50	5.96	5.96	1100.0	1
Cyclin-dependent kinase 5/CDK5 activator 1 CHEMBL1907600	IC50	5.22	5.22	6000.0	1
PH domain leucine-rich repeat-containing protein phosphatase 2 CHEMBL1275209	IC50	4.96	4.96	11000.0	1
Bifunctional purine biosynthesis protein ATIC CHEMBL2518	IC50	4.86	4.86	13900.0	1
Rhodopsin CHEMBL5739	IC50	4.82	4.82	15000.0	1
Adenylate cyclase CHEMBL5755	IC50	4.82	4.82	15000.0	1
Rhodopsin CHEMBL5739	EC50	4.35	4.35	45000.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Tyrosyl-DNA phosphodiesterase 1	IC50	=	1000.0	nM	6.0	Inhibition of recombinant Tdp1 (unknown origin) using 5'-[32P]-labeled single-st...	23259865
Adenylate cyclase type 10	IC50	=	1100.0	nM	5.96	Inhibition of human recombinant soluble adenylyl cyclase	18630896
Cyclin-dependent kinase 5/CDK5 activator 1	IC50	=	6000.0	nM	5.22	Inhibition of CDK5/p25 (unknown origin)	37234044
Tyrosyl-DNA phosphodiesterase 1	IC50	=	7000.0	nM	5.16	Inhibition of His-tagged full length human Tdp1	28072526
Tyrosyl-DNA phosphodiesterase 1	IC50	=	7700.0	nM	5.11	Inhibition of human Tdp1 expressed in Escherichia coli assessed as blockade of e...	19883083
Tyrosyl-DNA phosphodiesterase 1	IC50	=	7700.0	nM	5.11	Inhibition of human recombinant Tdp1 using 5'-[32P]-labeled single-stranded DNA ...	22536944
Tyrosyl-DNA phosphodiesterase 1	IC50	=	8430.0	nM	5.07	Inhibition of human tyrosyl-DNA phosphodiesterase 1 after 30 mins by alpha high ...	19963390
PH domain leucine-rich repeat-containing protein phosphatase 2	IC50	=	11000.0	nM	4.96	Inhibition of PHLPP2 phosphatase domain expressed in Escherichia coli	20836557
Bifunctional purine biosynthesis protein ATIC	IC50	=	13900.0	nM	4.86	Inhibition of human AICAR Tfase	15615517
Rhodopsin	IC50	=	15000.0	nM	4.82	Inhibition of bovine retinal rod outer-segment photoactivated rhodopsin-transduc...	18707087
Adenylate cyclase	IC50	=	15000.0	nM	4.82	Inhibition of Spirulina platensis adenylyl cyclase assessed as cAMP level by cAM...	18630896
Rhodopsin	EC50	=	45000.0	nM	4.35	Binding affinity to photoactivated rhodopsin in bovine retinal rod outer-segment...	18707087

Literature References

PubMed	DOI	Target Context	# Activities
19883083	10.1021/jm901061s	Tyrosyl-DNA phosphodiesterase 1	6
18707087	10.1021/jm800326q	Rhodopsin	2
18630896	10.1021/jm800481q	Adenylate cyclase	2
18630896	10.1021/jm800481q	Adenylate cyclase type 10	1
18630896	10.1021/jm800481q	Adenylate cyclase type 1	1
18630896	10.1021/jm800481q	Adenylate cyclase type 2	1
18630896	10.1021/jm800481q	Adenylate cyclase type 5	1
18630896	10.1021/jm800481q	Adenylate cyclase type 9	1
19963390	10.1016/j.bmc.2009.11.008	Tyrosyl-DNA phosphodiesterase 1	1
15615517	10.1021/jm049504o	Bifunctional purine biosynthesis protein ATIC	1
19883083	10.1021/jm901061s	DNA repair nuclease/redox regulator APEX1	1
19883083	10.1021/jm901061s	DNA topoisomerase 1	1
20836557	10.1021/jm100331d	PH domain leucine-rich repeat-containing protein phosphatase 2	1
20836557	10.1021/jm100331d	Unchecked	1
22536944	10.1021/jm300335n	Tyrosyl-DNA phosphodiesterase 1	1
23259865	10.1021/jm3014458	Tyrosyl-DNA phosphodiesterase 1	1
28072526	10.1021/acs.jmedchem.6b00966	Tyrosyl-DNA phosphodiesterase 1	1
37234044	10.1021/acs.jmedchem.3c00566	Cyclin-dependent kinase 5/CDK5 activator 1	1

Data from ChEMBL 36 via Core Engine