Compound Detail

CHEMBL3774575

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CCCOc1cc(OCCCCN(C)C)cc(Oc2cc3c(cc2NS(=O)(=O)c2ccc(OC)c(OC)c2)n(C)c(=O)n3C)c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3774575
Phase	Preclinical
Structure Type	MOL
InChI Key	HYQBRUSSCIAOOD-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

642.8

MW (Da)

5.00

ALogP

HBA

HBD

122.5

PSA (Å²)

0.17

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C32H42N4O8S
MW	642.78
Aromatic Rings	4
Heavy Atoms	45
NP-Likeness	-0.99

Activity Summary

IC50 8 meas. best 8.12

Kd 8 meas. best 8.89

EC50 1 meas. best 7.3

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Transcription intermediary factor 1-alpha CHEMBL3108638	Kd	8.89	8.2	1.3	2
Peregrin CHEMBL3132741	Kd	8.68	8.265	2.1	2
Transcription intermediary factor 1-alpha CHEMBL3108638	IC50	8.12	7.6333	7.6	3
von Hippel-Lindau disease tumor suppressor/TRIM24 CHEMBL5291690	IC50	8.1	8.1	8.0	1
Bromodomain-containing protein 1 CHEMBL2176774	Kd	7.92	7.92	12.0	1
Bromodomain and PHD finger-containing protein 3 CHEMBL3108644	Kd	7.57	7.57	27.0	1
Transcription intermediary factor 1-alpha CHEMBL3108638	EC50	7.3	7.3	50.0	1
Bromodomain adjacent to zinc finger domain protein 2B CHEMBL1741220	Kd	6.4	6.4	400.0	1
Transcription initiation factor TFIID subunit 1 CHEMBL3217390	Kd	5.75	5.75	1800.0	1
E3 ubiquitin-protein ligase TRIM33 CHEMBL2176772	IC50	5.2	5.2	6323.0	1
CWR22R CHEMBL612657	IC50	4.97	4.97	10820.0	1
LNCaP CHEMBL612518	IC50	4.92	4.92	12150.0	1
LNCaP C4-2B CHEMBL4296461	IC50	4.87	4.87	13630.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	43.0	mL.min-1.kg-1	Mus musculus
F	29.0	%	Mus musculus
T1/2	0.7	hr	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Transcription intermediary factor 1-alpha	Kd	=	1.3	nM	8.89	Binding affinity to recombinant human TRIM24-PHD/bromodomain expressed in bacter...	26061247
Peregrin	Kd	=	2.1	nM	8.68	Binding affinity to recombinant human BRPF1 expressed in bacterial system by bro...	26061247
Transcription intermediary factor 1-alpha	IC50	=	7.6	nM	8.12	Inhibition of recombinant human His-tagged TRIM24-PHD/bromodomain expressed in E...	26061247
von Hippel-Lindau disease tumor suppressor/TRIM24	IC50	=	8.0	nM	8.1	PROTAC activity at TRIM24/VHL (unknown origin) assessed as degradation protein	32871345
Transcription intermediary factor 1-alpha	IC50	=	11.07	nM	7.96	Inhibition of recombinant TRIM24 (unknown origin) using biotinylated H3 peptide ...	-
Bromodomain-containing protein 1	Kd	=	12.0	nM	7.92	Binding affinity to recombinant human BRPF2 expressed in bacterial system by bro...	26061247
Peregrin	Kd	=	14.0	nM	7.85	Binding affinity to BRPF1 (unknown origin) expressed in Escherichia coli strains...	26061247
Bromodomain and PHD finger-containing protein 3	Kd	=	27.0	nM	7.57	Binding affinity to recombinant human BRPF3 expressed in bacterial system by bro...	26061247
Transcription intermediary factor 1-alpha	Kd	=	31.0	nM	7.51	Binding affinity to recombinant human His-tagged TRIM24-PHD/bromodomain expresse...	26061247
Transcription intermediary factor 1-alpha	EC50	=	50.0	nM	7.3	Inhibition of Flag-tagged TRIM24-PHD/bromodomain (unknown origin) expressed in h...	26061247
Transcription intermediary factor 1-alpha	IC50	=	150.0	nM	6.82	Inhibition of TRIM24 (unknown origin) measured alphascreen assay	35385803
Bromodomain adjacent to zinc finger domain protein 2B	Kd	=	400.0	nM	6.4	Binding affinity to recombinant human BAZ2B expressed in bacterial system by bro...	26061247
Transcription initiation factor TFIID subunit 1	Kd	=	1800.0	nM	5.75	Binding affinity to recombinant human TAF1 bromodomain 2 expressed in bacterial ...	26061247
E3 ubiquitin-protein ligase TRIM33	IC50	=	6323.0	nM	5.2	Inhibition of recombinant TRIM33 PHD bromodomain (unknown origin) using biotinyl...	-
CWR22R	IC50	=	10820.0	nM	4.97	Antiproliferative activity against human 22Rv1 cells measured after 96 hrs by Ce...	35385803
LNCaP	IC50	=	12150.0	nM	4.92	Antiproliferative activity against human LNCaP cells measured after 96 hrs by Ce...	35385803
LNCaP C4-2B	IC50	=	13630.0	nM	4.87	Antiproliferative activity against human LNCaP C4-2B cells measured after 96 hrs...	35385803

Literature References

PubMed	DOI	Target Context	# Activities
26061247	10.1021/acs.jmedchem.5b00405	Transcription intermediary factor 1-alpha	6
26061247	10.1021/acs.jmedchem.5b00405	Unchecked	4
26061247	10.1021/acs.jmedchem.5b00405	Bromodomain-containing protein 4	4
26061247	10.1021/acs.jmedchem.5b00405	Mus musculus	3
26061247	10.1021/acs.jmedchem.5b00405	Bromodomain-containing protein 2	2
26061247	10.1021/acs.jmedchem.5b00405	Protein polybromo-1	2
-	10.6019/CHEMBL4495565	SARS-CoV-2	2
26061247	10.1021/acs.jmedchem.5b00405	Bromodomain testis-specific protein	2
26061247	10.1021/acs.jmedchem.5b00405	Bromodomain-containing protein 3	2
35385803	10.1016/j.ejmech.2022.114311	Transcription intermediary factor 1-alpha	2
26061247	10.1021/acs.jmedchem.5b00405	Peregrin	2
26061247	10.1021/acs.jmedchem.5b00405	Bromodomain adjacent to zinc finger domain protein 2A	1
26061247	10.1021/acs.jmedchem.5b00405	ATPase family AAA domain-containing protein 2	1
26061247	10.1021/acs.jmedchem.5b00405	Bromodomain-containing protein 7	1
26061247	10.1021/acs.jmedchem.5b00405	Bromodomain-containing protein 9	1
32871345	10.1016/j.ejmech.2020.112750	von Hippel-Lindau disease tumor suppressor/TRIM24	1
26061247	10.1021/acs.jmedchem.5b00405	Chromatin remodeling regulator CECR2	1
26061247	10.1021/acs.jmedchem.5b00405	Bromodomain adjacent to zinc finger domain protein 2B	1
26061247	10.1021/acs.jmedchem.5b00405	Histone acetyltransferase p300	1
26061247	10.1021/acs.jmedchem.5b00405	Bromodomain and PHD finger-containing protein 3	1

Data from ChEMBL 36 via Core Engine