Compound Detail

CHEMBL218382

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COc1cc2c(cc1OS(N)(=O)=O)CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](OS(N)(=O)=O)CC[C@@H]12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL218382
Phase	Preclinical
Structure Type	MOL
InChI Key	AQSNIXKAKUZPSI-SSTWWWIQSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

460.6

MW (Da)

1.72

ALogP

HBA

HBD

148.0

PSA (Å²)

0.68

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

Natural Product First in Class Prodrug

Extended Properties

Molecular Formula	C19H28N2O7S2
MW	460.57
Aromatic Rings	1
Heavy Atoms	30
NP-Likeness	1.13

Activity Summary

IC50 12 meas. best 7.41

Kd 2 meas. best 6.22

Ki 2 meas. best 7.16

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Steryl-sulfatase CHEMBL3559	IC50	7.41	7.41	39.0	2
HUVEC CHEMBL613979	IC50	7.36	6.7025	44.0	4
Carbonic anhydrase 9 CHEMBL3594	Ki	7.16	7.16	70.0	1
MCF7 CHEMBL387	IC50	6.6	6.6	250.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	6.57	6.57	270.0	1
MDA-MB-231 CHEMBL400	IC50	6.54	6.54	290.0	1
Carbonic anhydrase 2 CHEMBL205	IC50	6.42	6.42	379.0	2
Carbonic anhydrase 9 CHEMBL3594	Kd	6.22	6.22	605.0	1
Unchecked CHEMBL612545	IC50	5.66	5.63	2200.0	2
Carbonic anhydrase 2 CHEMBL205	Kd	5.43	5.43	3750.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
F	85.0	%	Rattus norvegicus
F	85.0	%	Rattus norvegicus
F	85.0	%	Mus musculus
F	85.0	%	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Steryl-sulfatase	IC50	=	39.0	nM	7.41	Inhibition of STS in placental microsomes by radiometric assay	17181151
Steryl-sulfatase	IC50	=	39.0	nM	7.41	Inhibition of steroid sulfatase-mediated conversion of [3H]E1S to E1	18260615
HUVEC	IC50	=	44.0	nM	7.36	Antiangiogenic activity against HUVEC cells assessed as inhibition of proliferat...	18260615
Carbonic anhydrase 9	Ki	=	70.0	nM	7.16	Inhibition of carbonic anhydrase 9 (unknown origin) expressed in Escherichia col...	30721041
HUVEC	IC50	=	130.0	nM	6.89	Antiangiogenic activity assessed as inhibition of cord formation in HUVEC	17181151
MCF7	IC50	=	250.0	nM	6.6	Antiproliferative activity against estrogen receptor-positive human MCF7 cells	31255926
Carbonic anhydrase 2	Ki	=	270.0	nM	6.57	Inhibition of carbonic anhydrase 2 (unknown origin) by stopped-flow CO2 hydratio...	30721041
MDA-MB-231	IC50	=	290.0	nM	6.54	Antiproliferative activity against estrogen receptor-negative human MDA-MB-231 c...	31255926
Carbonic anhydrase 2	IC50	=	379.0	nM	6.42	Inhibition of human CA2	17181151
Carbonic anhydrase 2	IC50	=	379.0	nM	6.42	Inhibition of human carbonic anhydrase 2	18260615
HUVEC	IC50	=	400.0	nM	6.4	Antiangiogenic activity in HUVEC by chemotaxis assay	17181151
Carbonic anhydrase 9	Kd	=	605.0	nM	6.22	Inhibition of carbonic anhydrase 9 (unknown origin) expressed in Escherichia col...	30721041
HUVEC	IC50	=	700.0	nM	6.16	Antiangiogenic activity assessed as growth inhibition in HUVEC	17181151
Unchecked	IC50	=	2200.0	nM	5.66	Inhibition of bovine brain tubulin assembly assessed as decrease in turbidity af...	20225862
Unchecked	IC50	=	2500.0	nM	5.6	Inhibition of tubulin polymerization	22247790
Carbonic anhydrase 2	Kd	=	3750.0	nM	5.43	Inhibition of carbonic anhydrase 2 (unknown origin) by isothermal calorimetry as...	30721041

Literature References

PubMed	DOI	Target Context	# Activities
17181151	10.1021/jm060705x	Mus musculus	4
22247790	10.1021/ml200232c	Unchecked	3
25992880	10.1021/acs.jmedchem.5b00386	MCF7	3
25992880	10.1021/acs.jmedchem.5b00386	Mus musculus	3
17181151	10.1021/jm060705x	HUVEC	3
31255926	10.1016/j.ejmech.2019.06.052	MCF7	3
20225862	10.1021/jm9018806	Unchecked	2
25992880	10.1021/acs.jmedchem.5b00386	ADMET	2
30721041	10.1021/acs.jmedchem.8b01990	Carbonic anhydrase 2	2
30721041	10.1021/acs.jmedchem.8b01990	Carbonic anhydrase 9	2
25992880	10.1021/acs.jmedchem.5b00386	4T1	2
17181151	10.1021/jm060705x	MDA-MB-435	2
25992880	10.1021/acs.jmedchem.5b00386	MDA-MB-231	2
17181151	10.1021/jm060705x	SF-539	1
17181151	10.1021/jm060705x	Rattus norvegicus	1
17181151	10.1021/jm060705x	Carbonic anhydrase 2	1
30721041	10.1021/acs.jmedchem.8b01990	Unchecked	1
17181151	10.1021/jm060705x	UACC-62	1
17181151	10.1021/jm060705x	HCT-116	1
17181151	10.1021/jm060705x	MCF7	1

Data from ChEMBL 36 via Core Engine