Compound Detail

CHEMBL4173488

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COc1cc2c(cc1-c1c(C)noc1C)[nH]c1nc(C)nc(Nc3cc(C4CC4)nn3C)c12

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4173488
Phase	Preclinical
Structure Type	MOL
InChI Key	JIYPVUCBRQNICX-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

443.5

MW (Da)

5.05

ALogP

HBA

HBD

106.7

PSA (Å²)

0.39

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C24H25N7O2
MW	443.51
Aromatic Rings	5
Heavy Atoms	33
NP-Likeness	-1.06

Activity Summary

IC50 13 meas. best 9.68

Kd 11 meas. best 9.31

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
K562 CHEMBL385	IC50	9.68	7.66	0.2	2
Bromodomain-containing protein 3 CHEMBL1795186	Kd	9.31	9.295	0.5	2
Bromodomain-containing protein 2 CHEMBL1293289	Kd	9.22	9.09	0.6	2
Bromodomain-containing protein 4 CHEMBL1163125	Kd	9.1	8.88	0.8	2
Bromodomain-containing protein 4 CHEMBL1163125	IC50	8.7	8.7	2.0	2
Bromodomain testis-specific protein CHEMBL1795185	Kd	8.7	8.69	2.0	2
MOLM-13 CHEMBL3706572	IC50	8.15	8.15	7.0	1
CREB-binding protein CHEMBL5747	Kd	7.33	7.33	47.0	1
MDA-MB-231 CHEMBL400	IC50	7.07	6.0967	85.0	3
Histone acetyltransferase p300 CHEMBL3784	Kd	6.96	6.96	110.0	1
HEL CHEMBL613888	IC50	6.4	6.31	400.0	2
Chromatin remodeling regulator CECR2 CHEMBL3108639	Kd	6.24	6.24	570.0	1
HL-60 CHEMBL383	IC50	5.85	5.835	1400.0	2
Serine/threonine-protein kinase PLK4 CHEMBL3788	IC50	5.41	5.41	3900.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	4013.77	ng.hr.mL-1	Mus musculus
AUC	14281.02	ng.hr.mL-1	Mus musculus
CL	20.83	mL.min-1.kg-1	Mus musculus
Cmax	14430.34	nM	Mus musculus
F	71.3	%	Mus musculus
T1/2	1.0	hr	Mus musculus
Vd	0.83	L.kg-1	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
K562	IC50	=	0.21	nM	9.68	Antiproliferative activity against human K562 cells assessed as cell growth inhi...	36622852
Bromodomain-containing protein 3	Kd	=	0.49	nM	9.31	Binding affinity to human BRD3 bromodomain 2 (G306 to P416 residues) expressed i...	30015487
Bromodomain-containing protein 3	Kd	=	0.52	nM	9.28	Binding affinity to human BRD3 bromodomain 1 (P24 to E144 residues) expressed in...	30015487
Bromodomain-containing protein 2	Kd	=	0.6	nM	9.22	Binding affinity to human BRD2 bromodomain 2 (E348 to D455 residues) expressed i...	30015487
Bromodomain-containing protein 4	Kd	=	0.8	nM	9.1	Binding affinity to human BRD4 bromodomain 2 (K333 to E460 residues) expressed i...	30015487
Bromodomain-containing protein 2	Kd	=	1.1	nM	8.96	Binding affinity to human BRD2 bromodomain 1 (K71 to N194 residues) expressed in...	30015487
Bromodomain-containing protein 4	IC50	=	2.0	nM	8.7	Inhibition of FAM-labeled ZBA248 binding to recombinant human BRD4 bromodomain 1...	30015487
Bromodomain testis-specific protein	Kd	=	2.0	nM	8.7	Binding affinity to human BRDT bromodomain 1 (N21 to E137 residues) expressed in...	30015487
Bromodomain-containing protein 4	IC50	=	2.0	nM	8.7	Inhibition of recombinant BRD4 (unknown origin) incubated for 120 mins by TR-FRE...	36622852
Bromodomain testis-specific protein	Kd	=	2.1	nM	8.68	Binding affinity to human BRDT bromodomain 2 (K250 to E382 residues) expressed i...	30015487
Bromodomain-containing protein 4	Kd	=	2.2	nM	8.66	Binding affinity to human BRD4 bromodomain 1 (N44 to E168 residues) expressed in...	30015487
MOLM-13	IC50	=	7.0	nM	8.15	Growth inhibition of human MOLM13 cells after 4 days by WST-8 assay	30015487
CREB-binding protein	Kd	=	47.0	nM	7.33	Binding affinity to human CREBBP (R1081 to G1197 residues) expressed in bacteria...	30015487
MDA-MB-231	IC50	=	85.0	nM	7.07	Growth inhibition of human MDA-MB-231 cells after 4 days by WST-8 assay	30015487
Histone acetyltransferase p300	Kd	=	110.0	nM	6.96	Binding affinity to human EP300 (A1040 to G1161 residues) expressed in bacterial...	30015487
HEL	IC50	=	400.0	nM	6.4	Antiproliferative activity against human HEL cells assessed as cell growth inhib...	36622852
Chromatin remodeling regulator CECR2	Kd	=	570.0	nM	6.24	Binding affinity to human CECR2 (P423 to D543 residues) expressed in bacterial e...	30015487
HEL	IC50	=	600.0	nM	6.22	Antiproliferative activity against human HEL cells assessed as cell growth inhib...	36622852
HL-60	IC50	=	1400.0	nM	5.85	Antiproliferative activity against human HL-60 cells assessed as cell growth inh...	36622852
HL-60	IC50	=	1500.0	nM	5.82	Antiproliferative activity against human HL-60 cells assessed as cell growth inh...	36622852

Literature References

PubMed	DOI	Target Context	# Activities
30015487	10.1021/acs.jmedchem.8b00483	Unchecked	24
36622852	10.1021/acs.jmedchem.2c01191	Candida albicans	10
30015487	10.1021/acs.jmedchem.8b00483	Mus musculus	9
36622852	10.1021/acs.jmedchem.2c01191	MDA-MB-231	6
30015487	10.1021/acs.jmedchem.8b00483	ADMET	4
30015487	10.1021/acs.jmedchem.8b00483	Bromodomain-containing protein 4	4
30015487	10.1021/acs.jmedchem.8b00483	MDA-MB-231	3
30015487	10.1021/acs.jmedchem.8b00483	Protein polybromo-1	2
30015487	10.1021/acs.jmedchem.8b00483	Bromodomain-containing protein 8	2
36622852	10.1021/acs.jmedchem.2c01191	HL-60	2
36622852	10.1021/acs.jmedchem.2c01191	HEL	2
36622852	10.1021/acs.jmedchem.2c01191	K562	2
30015487	10.1021/acs.jmedchem.8b00483	Bromodomain testis-specific protein	2
30015487	10.1021/acs.jmedchem.8b00483	Bromodomain-containing protein 3	2
30015487	10.1021/acs.jmedchem.8b00483	Bromodomain-containing protein 2	2
30015487	10.1021/acs.jmedchem.8b00483	RS4-11	2
36622852	10.1021/acs.jmedchem.2c01191	Cryptococcus neoformans	2
30015487	10.1021/acs.jmedchem.8b00483	Histone acetyltransferase p300	1
30015487	10.1021/acs.jmedchem.8b00483	ATPase family AAA domain-containing protein 2	1
-	10.6019/CHEMBL5724796	Bromodomain-containing protein 4	1

Data from ChEMBL 36 via Core Engine