Compound Detail

CHEMBL2152252

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CNC(=O)c1nc(-c2ccc(Cl)c(S(=O)(=O)Nc3cccc(F)c3F)c2)cnc1N

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL2152252
Phase	Preclinical
Structure Type	MOL
InChI Key	GEYLKEHPEKRUTC-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

453.9

MW (Da)

2.82

ALogP

HBA

HBD

127.1

PSA (Å²)

0.54

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C18H14ClF2N5O3S
MW	453.86
Aromatic Rings	3
Heavy Atoms	30
NP-Likeness	-1.96

Activity Summary

IC50 13 meas. best 7.75

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform CHEMBL3130	IC50	7.75	6.955	18.0	2
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform CHEMBL3267	IC50	7.75	6.93	18.0	2
RAF proto-oncogene serine/threonine-protein kinase CHEMBL1906	IC50	6.69	6.69	206.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform CHEMBL4005	IC50	6.36	6.36	435.0	1
Cytochrome P450 2C9 CHEMBL3397	IC50	6.23	6.23	591.0	1
Serine/threonine-protein kinase mTOR CHEMBL2842	IC50	6.21	6.21	623.0	1
Epidermal growth factor receptor CHEMBL203	IC50	6.13	6.13	739.0	1
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform CHEMBL3145	IC50	5.69	5.69	2059.0	1
Dual specificity mitogen-activated protein kinase kinase 1/Mitogen-activated protein kinase 1/RAF proto-oncogene serine/threonine-protein kinase CHEMBL3885566	IC50	5.64	5.64	2313.0	1
Cytochrome P450 2C8 CHEMBL3721	IC50	5.63	5.63	2331.0	1
Voltage-gated inwardly rectifying potassium channel KCNH2 CHEMBL240	IC50	4.76	4.76	17318.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	203964.68	ng.hr.mL-1	Rattus norvegicus
CL	19.95	uL.min-1.(10^6cells)-1	Rattus norvegicus
CL	51.29	mL.min-1.g-1	Homo sapiens
Cmax	42500.0	nM	Rattus norvegicus
F	76.7	%	Rattus norvegicus
F	76.7	%	Rattus norvegicus
T1/2	4.44	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	18.0	nM	7.75	Inhibition of human PI3Kgamma expressed in sf9 cells assessed as amount of ATP c...	22548342
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	18.0	nM	7.75	Inhibition of PI3Kdelta	22924688
RAF proto-oncogene serine/threonine-protein kinase	IC50	=	206.0	nM	6.69	Inhibition of CRAF1	22548342
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	IC50	=	435.0	nM	6.36	Inhibition of human PI3Kalpha expressed in sf9 cells coexpressing p85alpha asses...	22548342
Cytochrome P450 2C9	IC50	=	591.0	nM	6.23	Inhibition of human CYP2C9 using tolbutamide as substrate after 15 mins by LC/MS...	22548342
Serine/threonine-protein kinase mTOR	IC50	=	623.0	nM	6.21	Inhibition of mTOR	22548342
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	IC50	=	690.0	nM	6.16	Inhibition of human PI3Kdelta expressed in sf9 cells coexpressing p85alpha asses...	22548342
Epidermal growth factor receptor	IC50	=	739.0	nM	6.13	Inhibition of EGFR	22548342
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	IC50	=	773.0	nM	6.11	Inhibition of human PI3Kgamma expressed in C5a-stimulated mouse RAW 264.7 cells ...	22548342
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	IC50	=	2059.0	nM	5.69	Inhibition of human PI3Kbeta expressed in sf9 cells coexpressing p85alpha assess...	22548342
Dual specificity mitogen-activated protein kinase kinase 1/Mitogen-activated protein kinase 1/RAF proto-oncogene serine/threonine-protein kinase	IC50	=	2313.0	nM	5.64	Inhibition of cRAF/MEK1/ERK2	22548342
Cytochrome P450 2C8	IC50	=	2331.0	nM	5.63	Inhibition of human CYP2C8 using paclitaxel as substrate after 45 mins by LC/MS/...	22548342
Voltage-gated inwardly rectifying potassium channel KCNH2	IC50	=	17318.0	nM	4.76	Inhibition of human Erg expressed in CHO cells after 5 mins	22548342

Literature References

PubMed	DOI	Target Context	# Activities
22548342	10.1021/jm300403a	Unchecked	7
22548342	10.1021/jm300403a	Rattus norvegicus	4
22924688	10.1021/jm300847w	Unchecked	3
22548342	10.1021/jm300403a	Plasma	3
-	10.6019/CHEMBL3301361	ADMET	2
22548342	10.1021/jm300403a	Cytochrome P450 3A4	2
22548342	10.1021/jm300403a	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	2
22548342	10.1021/jm300403a	ADMET	1
22548342	10.1021/jm300403a	Aurora kinase B	1
22548342	10.1021/jm300403a	RAC-alpha serine/threonine-protein kinase	1
-	10.6019/CHEMBL3301361	No relevant target	1
22548342	10.1021/jm300403a	Cytochrome P450 2C8	1
22548342	10.1021/jm300403a	Cytochrome P450 2C19	1
22548342	10.1021/jm300403a	Cytochrome P450 1A2	1
22548342	10.1021/jm300403a	Voltage-gated inwardly rectifying potassium channel KCNH2	1
22548342	10.1021/jm300403a	Mus musculus	1
22548342	10.1021/jm300403a	MDCK	1
22548342	10.1021/jm300403a	No relevant target	1
22548342	10.1021/jm300403a	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform	1
22548342	10.1021/jm300403a	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform	1

Data from ChEMBL 36 via Core Engine