Compound Detail

CHEMBL4070633

Enter ChEMBL ID:

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

Cc1ccc2cc(C(=O)Nc3cc(NC(=O)c4ccc5c(c4)OCCO5)ccc3C)ccc2n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4070633
Phase	Preclinical
Structure Type	MOL
InChI Key	RZQWMJAOUJLEAM-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

453.5

MW (Da)

5.13

ALogP

HBA

HBD

89.5

PSA (Å²)

0.45

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C27H23N3O4
MW	453.50
Aromatic Rings	4
Heavy Atoms	34
NP-Likeness	-1.36

Activity Summary

IC50 10 meas. best 8.55

Kd 2 meas. best 7.42

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Heat shock factor protein 1 CHEMBL5869	IC50	8.55	7.86	2.8	4
Pirin CHEMBL2010627	Kd	7.42	7.42	38.0	2
Pirin CHEMBL2010627	IC50	7.36	7.36	43.6	2
Serine/threonine-protein kinase B-raf CHEMBL5145	IC50	6.68	6.455	210.0	4

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	35.0	mL.min-1.g-1	Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Heat shock factor protein 1	IC50	=	2.8	nM	8.55	Inhibition of 17-AAG-induced HSF1 pathway in human U20S cells assessed as reduct...	28004573
Heat shock factor protein 1	IC50	=	2.818	nM	8.55	Inhibition of 17-AAG-induced HSF1 pathway in human U20S cells assessed as reduct...	28004573
Pirin	Kd	=	38.0	nM	7.42	Binding affinity to recombinant human pirin by surface plasma resonance method	28004573
Pirin	Kd	=	38.02	nM	7.42	Binding affinity to recombinant human pirin by surface plasma resonance method	28004573
Pirin	IC50	=	44.0	nM	7.36	Displacement of 6-amino-9-(2-((4-((2-((6-((5-(2,3-dihydrobenzo[b][1,4]dioxine-6-...	30613326
Pirin	IC50	=	43.65	nM	7.36	Displacement of 6-amino-9-(2-((4-((2-((6-((5-(2,3-dihydrobenzo[b][1,4]dioxine-6-...	30613326
Heat shock factor protein 1	IC50	=	67.61	nM	7.17	Inhibition of 17-AAG-induced HSF1 pathway in human SKOV3 cells assessed as reduc...	28004573
Heat shock factor protein 1	IC50	=	68.0	nM	7.17	Inhibition of 17-AAG-induced HSF1 pathway in human SKOV3 cells assessed as reduc...	28004573
Serine/threonine-protein kinase B-raf	IC50	=	210.0	nM	6.68	Inhibition of recombinant human GST-tagged BRAF V600E mutant expressed in baculo...	30613326
Serine/threonine-protein kinase B-raf	IC50	=	420.0	nM	6.38	Inhibition of full length human recombinant GST-tagged BRAF (S429 to E741 residu...	28004573
Serine/threonine-protein kinase B-raf	IC50	=	416.87	nM	6.38	Inhibition of full length human recombinant GST-tagged BRAF (S429 to E741 residu...	28004573
Serine/threonine-protein kinase B-raf	IC50	=	420.0	nM	6.38	Inhibition of recombinant human full length GST-tagged BRAF expressed in baculov...	30613326

Literature References

PubMed	DOI	Target Context	# Activities
28004573	10.1021/acs.jmedchem.6b01055	Heat shock factor protein 1	4
28004573	10.1021/acs.jmedchem.6b01055	Mast/stem cell growth factor receptor Kit	3
28004573	10.1021/acs.jmedchem.6b01055	Platelet-derived growth factor receptor beta	3
28004573	10.1021/acs.jmedchem.6b01055	Platelet-derived growth factor receptor alpha	3
28004573	10.1021/acs.jmedchem.6b01055	Serine/threonine-protein kinase B-raf	3
28004573	10.1021/acs.jmedchem.6b01055	SK-OV-3	2
28004573	10.1021/acs.jmedchem.6b01055	U2OS	2
28004573	10.1021/acs.jmedchem.6b01055	Pirin	2
28004573	10.1021/acs.jmedchem.6b01055	No relevant target	2
30613326	10.1021/acsmedchemlett.8b00364	Pirin	2
30613326	10.1021/acsmedchemlett.8b00364	Serine/threonine-protein kinase B-raf	2
28004573	10.1021/acs.jmedchem.6b01055	CDK9/cyclin T1	1
28004573	10.1021/acs.jmedchem.6b01055	CDK2/Cyclin A2	1
28004573	10.1021/acs.jmedchem.6b01055	Liver	1

Data from ChEMBL 36 via Core Engine