Compound Detail

CHEMBL5282240

Enter ChEMBL ID:

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

C/C=C/Cn1cc(-c2ccc(C(C)(C)O)cc2OC)c2cc[nH]c2c1=O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL5282240
Phase	Preclinical
Structure Type	MOL
InChI Key	GVJYOLRRZZUUOE-AATRIKPKSA-N

444

Targets

724

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

352.4

MW (Da)

3.81

ALogP

HBA

HBD

67.2

PSA (Å²)

0.69

QED

Ro5 Violations

Rot. Bonds

Drug Information

Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C21H24N2O3
MW	352.43
Aromatic Rings	3
Heavy Atoms	26
NP-Likeness	0.27

Activity Summary

IC50 704 meas. best 7.32

Kd 19 meas. best 7.6

EC50 1 meas. best 6.72

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Bromodomain-containing protein 9 CHEMBL3108640	Kd	7.6	7.6	25.0	1
Bromodomain-containing protein 9 CHEMBL3108640	IC50	7.32	7.32	48.0	1
Bromodomain-containing protein 9 CHEMBL3108640	EC50	6.72	6.72	190.0	1
Bromodomain-containing protein 7 CHEMBL3085622	Kd	6.47	6.47	340.0	1
Histone acetyltransferase KAT2A CHEMBL5501	Kd	6.39	6.39	410.0	1
Bromodomain-containing protein 4 CHEMBL1163125	Kd	6.24	5.81	580.0	4
Bromodomain testis-specific protein CHEMBL1795185	Kd	6.08	5.86	830.0	3
Unchecked CHEMBL612545	IC50	5.58	4.713	2610.0	263
Bromodomain-containing protein 2 CHEMBL1293289	Kd	5.57	5.5333	2700.0	3
Bromodomain-containing protein 3 CHEMBL1795186	Kd	5.5	5.3867	3200.0	3
SU-DHL-8 CHEMBL4523562	IC50	5.49	5.49	3260.0	1
EOL1 CHEMBL614489	IC50	5.48	5.48	3300.0	1
CREB-binding protein CHEMBL5747	Kd	5.46	5.46	3500.0	1
A20 CHEMBL613850	IC50	5.46	5.46	3430.0	1
Kasumi 1 CHEMBL613988	IC50	5.44	5.44	3630.0	1
Daudi CHEMBL614281	IC50	5.42	5.42	3770.0	1
GABA-B receptor CHEMBL2111463	IC50	5.4	5.4	4000.0	1
Histone acetyltransferase p300 CHEMBL3784	Kd	5.35	5.35	4500.0	1
MC116 CHEMBL2366256	IC50	5.3	5.3	4970.0	1
Bromodomain-containing protein 4 CHEMBL1163125	IC50	5.29	5.29	5100.0	1
MOLM-13 CHEMBL3706572	IC50	5.21	5.21	6190.0	1
Pfeiffer CHEMBL4296489	IC50	5.16	5.16	6950.0	1
MES-SA CHEMBL614343	IC50	5.15	5.15	7080.0	1
WSUDLCL2 CHEMBL5058628	IC50	5.13	5.13	7320.0	1
MG-63 CHEMBL614347	IC50	5.13	5.13	7400.0	1
Protein polybromo-1 CHEMBL1795184	Kd	5.12	5.12	7600.0	1
MV4-11 CHEMBL613835	IC50	5.1	5.1	8020.0	1
Karpas-1106P CHEMBL4523591	IC50	5.07	5.07	8610.0	1
SUD4 CHEMBL613711	IC50	5.07	5.07	8590.0	1
KMS-11 CHEMBL4296454	IC50	5.04	5.04	9130.0	1
CA46 CHEMBL612566	IC50	5.01	5.01	9850.0	1
NB1 CHEMBL2366284	IC50	4.99	4.99	10220.0	1
SU-DHL-5 CHEMBL4523561	IC50	4.99	4.99	10290.0	1
DOHH-2 CHEMBL2366181	IC50	4.97	4.97	10730.0	1
JeKo-1 CHEMBL4296445	IC50	4.97	4.97	10800.0	1
SU-DHL10 CHEMBL4483268	IC50	4.96	4.96	10890.0	1
MDA-MB-435 CHEMBL614697	IC50	4.96	4.96	11090.0	1
SU-DHL-6 CHEMBL4296496	IC50	4.95	4.95	11130.0	1
MFM-223 CHEMBL1075504	IC50	4.94	4.94	11550.0	1
MCF-10A CHEMBL614321	IC50	4.94	4.7975	11370.0	4
G-402 CHEMBL1075446	IC50	4.93	4.93	11690.0	1
BT-549 CHEMBL614072	IC50	4.91	4.91	12250.0	1
Raji CHEMBL614628	IC50	4.91	4.91	12380.0	1
HL-60 CHEMBL383	IC50	4.87	4.87	13610.0	1
JIYOYE CHEMBL614588	IC50	4.87	4.87	13540.0	1
OPM-2 CHEMBL2366353	IC50	4.86	4.86	13710.0	1
LN-18 CHEMBL4296458	IC50	4.86	4.86	13720.0	1
SU-DHL-16 CHEMBL4523559	IC50	4.86	4.86	13910.0	1
HuP-T3 CHEMBL1075477	IC50	4.85	4.85	14080.0	1
OCI-AML2 CHEMBL2366220	IC50	4.85	4.85	14210.0	1

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Bromodomain-containing protein 9	Kd	=	25.0	nM	7.6	Binding affinity to human partial length BRD9 (R130 to V259 residues) expressed ...	28606761
Bromodomain-containing protein 9	IC50	=	48.0	nM	7.32	Displacement of biotinylated small-molecule ligand from recombinant His-tagged B...	28606761
Bromodomain-containing protein 9	EC50	=	190.0	nM	6.72	Binding affinity to ZsGreen fused-BRD9 (M1 to T597 residues) (unknown origin) ex...	28606761
Bromodomain-containing protein 7	Kd	=	340.0	nM	6.47	Binding affinity to human partial length BRD7 (L125 to R254 residues) expressed ...	28606761
Histone acetyltransferase KAT2A	Kd	=	410.0	nM	6.39	Binding affinity to human partial length GCN5L2 (E726 to K837 residues) expresse...	28606761
Bromodomain-containing protein 4	Kd	=	580.0	nM	6.24	Binding affinity to full length BRD4 short isoform (unknown origin) by BROMOscan...	28606761
Bromodomain testis-specific protein	Kd	=	830.0	nM	6.08	Binding affinity to human partial length BRDT bromodomain 1 (N21 to E137 residue...	28606761
Bromodomain testis-specific protein	Kd	=	1200.0	nM	5.92	Binding affinity to BRDT bromodomain 1/2 (unknown origin) by BROMOscan assay	28606761
Bromodomain-containing protein 4	Kd	=	1600.0	nM	5.8	Binding affinity to human partial length BRD4 bromodomain 1 long isoform (N44 to...	28606761
Bromodomain-containing protein 4	Kd	=	1700.0	nM	5.77	Binding affinity to BRD4 bromodomain 1/2 long isoform (unknown origin) by BROMOs...	28606761
Unchecked	IC50	=	2610.0	nM	5.58	Cytotoxicity against human KMS-26 cells measured after 8 days	28606761
Bromodomain testis-specific protein	Kd	=	2600.0	nM	5.58	Binding affinity to human partial length BRDT bromodomain 2 (K250 to E382 residu...	28606761
Bromodomain-containing protein 2	Kd	=	2700.0	nM	5.57	Binding affinity to human partial length BRD2 bromodomain 1 long isoform (K71 to...	28606761
Bromodomain-containing protein 2	Kd	=	2800.0	nM	5.55	Binding affinity to human partial length BRD2 bromodomain 1/2 isoform 1 (K71 to ...	28606761
Bromodomain-containing protein 3	Kd	=	3200.0	nM	5.5	Binding affinity to human partial length BRD3 bromodomain 1 (P24 to E144 residue...	28606761
SU-DHL-8	IC50	=	3260.0	nM	5.49	Cytotoxicity against human SU-DHL-8 cells measured after 8 days	28606761
Bromodomain-containing protein 2	Kd	=	3300.0	nM	5.48	Binding affinity to human partial length BRD2 bromodomain 2 isoform 1 (E348 to D...	28606761
EOL1	IC50	=	3300.0	nM	5.48	Cytotoxicity against human EOL1 cells measured after 8 days	28606761
CREB-binding protein	Kd	=	3500.0	nM	5.46	Binding affinity to human partial length CREBBP (R1081 to G1197 residues) expres...	28606761
A20	IC50	=	3430.0	nM	5.46	Cytotoxicity against mouse A20 cells measured after 8 days	28606761

Literature References

PubMed	DOI	Target Context	# Activities
28606761	10.1016/j.bmcl.2017.05.063	Unchecked	296
28606761	10.1016/j.bmcl.2017.05.063	Bromodomain-containing protein 4	6
28606761	10.1016/j.bmcl.2017.05.063	Bromodomain-containing protein 9	4
28606761	10.1016/j.bmcl.2017.05.063	MCF-10A	4
28606761	10.1016/j.bmcl.2017.05.063	BRD4/BRD9	4
28606761	10.1016/j.bmcl.2017.05.063	Bromodomain testis-specific protein	3
28606761	10.1016/j.bmcl.2017.05.063	Bromodomain-containing protein 3	3
28606761	10.1016/j.bmcl.2017.05.063	BRD2/BRD9	3
28606761	10.1016/j.bmcl.2017.05.063	Bromodomain-containing protein 2	3
28606761	10.1016/j.bmcl.2017.05.063	BRD3/BRD9	3
28606761	10.1016/j.bmcl.2017.05.063	A549	2
28606761	10.1016/j.bmcl.2017.05.063	NCI-H1299	2
28606761	10.1016/j.bmcl.2017.05.063	PC-9	2
28606761	10.1016/j.bmcl.2017.05.063	PANC-1	2
28606761	10.1016/j.bmcl.2017.05.063	BXPC-3	2
28606761	10.1016/j.bmcl.2017.05.063	HPAC	2
28606761	10.1016/j.bmcl.2017.05.063	Capan-2	2
28606761	10.1016/j.bmcl.2017.05.063	Transcription initiation factor TFIID subunit 1	2
28606761	10.1016/j.bmcl.2017.05.063	BT-549	2
28606761	10.1016/j.bmcl.2017.05.063	NCI-H460	2

Data from ChEMBL 36 via Core Engine