Compound Detail

CHEMBL1800685

PPTN

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O=C(O)c1cc(-c2ccc(C3CCNCC3)cc2)c2ccc(-c3ccc(C(F)(F)F)cc3)cc2c1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1800685
Name	PPTN
Phase	Preclinical
Structure Type	MOL
InChI Key	FOECKIWHCOYYFL-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

475.5

MW (Da)

7.36

ALogP

HBA

HBD

49.3

PSA (Å²)

0.32

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug Chemical Probe

Extended Properties

Molecular Formula	C29H24F3NO2
MW	475.51
Aromatic Rings	4
Heavy Atoms	35
NP-Likeness	-0.21

Activity Summary

IC50 48 meas. best 9.4

Ki 44 meas. best 9.4

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
P2Y purinoceptor 14 CHEMBL4518	IC50	9.4	8.5207	0.4	15
P2Y purinoceptor 14 CHEMBL4295660	Ki	9.4	9.4	0.4	1
P2Y purinoceptor 14 CHEMBL4518	Ki	9.37	8.71	0.4	4
Unchecked CHEMBL612545	Ki	8.72	7.0557	1.9	7
Uncharacterized protein CHEMBL3831325	IC50	8.66	8.66	2.2	1
Unchecked CHEMBL612545	IC50	8.53	5.1277	2.9	13
P2Y purinoceptor 14 CHEMBL1770046	IC50	7.67	7.67	21.6	2
P2Y purinoceptor 14 CHEMBL1770046	Ki	7.46	7.46	35.0	1
Cysteinyl leukotriene receptor 1 CHEMBL1798	Ki	6.64	6.64	230.0	1
Cysteinyl leukotriene receptor 1 CHEMBL1798	IC50	6.25	6.25	560.0	1
D(3) dopamine receptor CHEMBL234	Ki	6.05	5.71	884.3	4
Alpha-2C adrenergic receptor CHEMBL1916	Ki	6.0	6.0	1000.0	1
Sigma intracellular receptor 2 CHEMBL4105907	Ki	5.95	5.95	1121.0	2
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	5.93	5.93	1174.9	2
Alpha-2A adrenergic receptor CHEMBL1867	Ki	5.82	5.82	1530.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.74	5.74	1830.0	1
Sodium-dependent dopamine transporter CHEMBL238	IC50	5.64	5.64	2310.0	1
Alpha-2B adrenergic receptor CHEMBL1942	Ki	5.59	5.59	2561.5	2
Delta-type opioid receptor CHEMBL236	Ki	5.56	5.56	2750.0	2
D(1B) dopamine receptor CHEMBL1850	Ki	5.55	5.55	2818.4	2
Beta-3 adrenergic receptor CHEMBL246	Ki	5.54	5.4033	2918.8	3
Synaptic vesicular amine transporter CHEMBL1893	Ki	5.51	5.51	3090.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.49	5.49	3270.0	1
Alpha-1B adrenergic receptor CHEMBL232	Ki	5.49	5.49	3230.7	2
Kappa-type opioid receptor CHEMBL237	Ki	5.49	5.49	3210.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	5.48	5.48	3300.0	1
Synaptic vesicular amine transporter CHEMBL1893	IC50	5.43	5.43	3720.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	Ki	5.4	5.4	4000.0	1
Alpha-2A adrenergic receptor CHEMBL1867	IC50	5.39	5.39	4070.0	1
Somatostatin receptor type 4 CHEMBL1853	IC50	5.28	5.28	5300.0	1
D(3) dopamine receptor CHEMBL3138	Ki	5.17	5.17	6790.0	1
Alpha-2C adrenergic receptor CHEMBL1916	IC50	5.16	5.16	6880.0	1
Neurotensin receptor type 1 CHEMBL4123	Ki	5.16	5.16	6970.0	1
5-hydroxytryptamine receptor 1A CHEMBL214	IC50	5.15	5.15	7010.0	1
D(3) dopamine receptor CHEMBL234	IC50	5.1	5.1	7940.0	1
Kappa-type opioid receptor CHEMBL237	IC50	5.09	5.09	8030.0	1
Prostaglandin G/H synthase 2 CHEMBL230	IC50	5.06	5.06	8710.0	1
Neurotensin receptor type 1 CHEMBL4123	IC50	5.06	5.06	8660.0	1
Prostaglandin E2 receptor EP3 subtype CHEMBL3710	IC50	5.03	5.03	9270.0	1
Beta-3 adrenergic receptor CHEMBL246	IC50	5.02	5.02	9610.0	1
D(1A) dopamine receptor CHEMBL2056	Ki	5.0	5.0	10000.0	2
Phosphodiesterase PDE1 CHEMBL4524014	IC50	4.75	4.75	17600.0	1
cGMP-specific 3',5'-cyclic phosphodiesterase CHEMBL1827	IC50	4.42	4.42	38200.0	1
cGMP-dependent 3',5'-cyclic phosphodiesterase CHEMBL2652	IC50	4.06	4.06	86900.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	10936.73	ng.hr.mL-1	Mus musculus
AUC	25677.54	ng.hr.mL-1	Mus musculus
AUC	10936.73	ng.hr.mL-1	Mus musculus
CL	1.6	mL.min-1.kg-1	Mus musculus
CL	0.68	mL.min-1.kg-1	Mus musculus
Cmax	680.0	nM	Rattus norvegicus
Cmax	2280.0	nM	Mus musculus
F	5.0	%	Mus musculus
F	7.0	%	Mus musculus
F	5.0	%	Rattus norvegicus
F	5.0	%	Rattus norvegicus
F	67.0	%	Mus musculus
F	5.0	%	Mus musculus
T1/2	0.7667	hr	Homo sapiens
T1/2	0.025	hr	Mus musculus
T1/2	12.0	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
P2Y purinoceptor 14	IC50	=	0.4	nM	9.4	Antagonist activity human P2Y14R expressed in African green monkey COS7 cells as...	27331270
P2Y purinoceptor 14	Ki	=	0.4	nM	9.4	Antagonist activity at P2Y14R in rat C6 cells assessed as suppression of UDP-glu...	29767967
P2Y purinoceptor 14	IC50	=	0.4	nM	9.4	Antagonist activity at P2Y14R (unknown origin) expressed in rat C6 cells assesse...	36394994
P2Y purinoceptor 14	Ki	=	0.43	nM	9.37	Antagonist activity at human P2Y14R stably expressed in rat C6 cells assessed as...	37382926
P2Y purinoceptor 14	Ki	=	0.43	nM	9.37	Antagonist activity at human P2Y14 expressed in CHO cells assessed as inhibition...	35113556
P2Y purinoceptor 14	IC50	=	0.5	nM	9.3	FLIPR assay	-
Unchecked	Ki	=	1.9	nM	8.72	Inhibition of chimpanzee P2Y14 receptor	31071548
Unchecked	Ki	=	1.9	nM	8.72	Binding affinity to chimpanzee P2Y14 assessed as inhibition constant	27413802
Unchecked	Ki	=	1.9	nM	8.72	Binding affinity to chimpanzee P2Y14 receptor	21689930
P2Y purinoceptor 14	IC50	=	1.98	nM	8.7	Antagonist activity at human P2Y14R stably expressed in human forskolin treated ...	31376563
P2Y purinoceptor 14	IC50	=	1.98	nM	8.7	Antagonist activity at P2Y14R (unknown origin) expressed in HEK293 cells assesse...	36394994
P2Y purinoceptor 14	IC50	=	1.98	nM	8.7	Antagonist activity at P2Y14R (unknown origin) stably expressed in HEK293 cells ...	38959216
P2Y purinoceptor 14	IC50	=	2.0	nM	8.7	Antagonist activity at human P2Y14R stably expressed in HEK293 cells assessed as...	38874515
P2Y purinoceptor 14	IC50	=	1.98	nM	8.7	Antagonist activity at P2Y14 (unknown origin) expressed in HEK293 cells assessed...	33667846
Uncharacterized protein	IC50	=	2.2	nM	8.66	Antagonist activity against chimpanzee GPR105 expressed in stable HEK cells co-e...	-
P2Y purinoceptor 14	Ki	=	2.3	nM	8.64	Binding assay (no HSA)	-
Unchecked	IC50	=	2.94	nM	8.53	Protein Serine/Threonine Kinase, MAPK14 (p38α) Eurofins-Panlabs enzyme assay	-
P2Y purinoceptor 14	IC50	=	6.0	nM	8.22	Displacement of Alexafluor488 labeled 4-(4-(1-(4-(1-(6-(4-(6-amino-3-imino-4,5-d...	32551012
P2Y purinoceptor 14	IC50	=	6.0	nM	8.22	Displacement of 6-Amino-9-(2-carboxy-4-((6-(4-(4-(4-(4-(3-carboxy-6-(4-(trifluor...	27331270
P2Y purinoceptor 14	IC50	=	7.96	nM	8.1	Displacement of MRS4174 from human P2Y14R expressed in CHO cells preincubated fo...	29767967

Literature References

PubMed	DOI	Target Context	# Activities
-	10.6019/CHEMBL4507292	Unchecked	111
32551012	10.1021/acsmedchemlett.0c00115	Mus musculus	19
-	10.6019/CHEMBL4507292	Tyrosine-protein kinase ABL1	15
-	10.6019/CHEMBL4507292	Epidermal growth factor receptor	13
-	10.6019/CHEMBL4507292	Receptor-type tyrosine-protein kinase FLT3	11
34689072	10.1016/j.ejmech.2021.113933	Mus musculus	10
33667846	10.1016/j.ejmech.2021.113313	Unchecked	10
-	10.6019/CHEMBL4507292	Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform	10
-	10.6019/CHEMBL4507292	D(3) dopamine receptor	9
-	10.6019/CHEMBL4507292	Mast/stem cell growth factor receptor Kit	9
-	10.6019/CHEMBL4507292	Beta-3 adrenergic receptor	9
27413802	10.1021/acs.jmedchem.5b01972	ADMET	9
34689072	10.1016/j.ejmech.2021.113933	Unchecked	7
-	10.6019/CHEMBL4507292	Sodium-dependent noradrenaline transporter	7
-	10.6019/CHEMBL4507292	Alpha-2C adrenergic receptor	7
-	10.6019/CHEMBL4507292	Sodium-dependent dopamine transporter	7
-	10.6019/CHEMBL4507292	5-hydroxytryptamine receptor 1A	7
-	10.6019/CHEMBL4507292	Alpha-2A adrenergic receptor	7
-	10.6019/CHEMBL4507292	Kappa-type opioid receptor	7
31376563	10.1016/j.ejmech.2019.111564	THP-1	6

Data from ChEMBL 36 via Core Engine