Compound Detail

CHEMBL275528

PHENCYCLIDINE

🧪 Phase II

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🧪 Phase II

c1ccc(C2(N3CCCCC3)CCCCC2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL275528
Name	PHENCYCLIDINE
Phase	Phase II
Structure Type	MOL
InChI Key	JTJMJGYZQZDUJJ-UHFFFAOYSA-N

Known Names

Angel dust Fenciclidina J4.441E Phencyclidine Phencycline Phenylcyclidine Tic tac

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

243.4

MW (Da)

4.33

ALogP

HBA

HBD

3.2

PSA (Å²)

0.75

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Chirality	Achiral

Flags

Natural Product

USAN Stem	-clidine
USAN Year	1963

Extended Properties

Molecular Formula	C17H25N
MW	243.39
Aromatic Rings	1
Heavy Atoms	18
NP-Likeness	-0.01

Activity Summary

IC50 29 meas. best 8.01

Ki 25 meas. best 7.82

Kd 1 meas. best 5.04

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Glutamate NMDA receptor CHEMBL1907608	IC50	8.01	7.2329	9.8	7
Glutamate NMDA receptor; GRIN1/GRIN2A CHEMBL1907604	IC50	7.93	7.165	11.8	2
Glutamate [NMDA] receptor CHEMBL2094124	Ki	7.82	7.5633	15.3	3
Unchecked CHEMBL612545	Ki	7.55	7.3867	28.0	6
Unchecked CHEMBL612545	IC50	7.54	6.702	29.0	5
Glutamate NMDA receptor CHEMBL1907608	Ki	7.42	7.104	38.0	5
Glutamate receptor ionotropic, NMDA 1 CHEMBL330	Ki	7.28	7.235	53.0	2
Glutamate receptor ionotropic, NMDA 2C CHEMBL401	Ki	7.22	6.8467	60.0	3
Rattus norvegicus CHEMBL376	Ki	7.1	7.1	80.0	1
Lysosomal Pro-X carboxypeptidase CHEMBL2335	IC50	7.04	7.04	91.0	2
Rattus norvegicus CHEMBL376	IC50	6.7	6.7	200.0	1
Acetylcholine receptor subunit alpha CHEMBL3097	IC50	6.66	6.08	217.0	2
Mus musculus CHEMBL375	IC50	6.57	5.715	270.0	2
Cholinesterase CHEMBL2528	Ki	6.28	6.28	520.0	2
Sigma non-opioid intracellular receptor 1 CHEMBL3602	IC50	6.28	6.28	530.0	2
Sigma non-opioid intracellular receptor 1 CHEMBL287	IC50	6.25	6.0725	560.0	4
Glutamate receptor ionotropic, NMDA 2C CHEMBL401	IC50	6.22	6.22	600.0	1
Sigma non-opioid intracellular receptor 1 CHEMBL287	Ki	5.96	5.855	1090.0	2
Glutamate NMDA receptor; GRIN1/GRIN2B CHEMBL1907603	IC50	5.9	5.9	1258.9	1
Muscarinic acetylcholine receptor CHEMBL2097162	Kd	5.04	5.04	9100.0	1
Cytochrome P450 2B6 CHEMBL4729	Ki	5.0	5.0	10000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
CL	5.1	mL.min-1.kg-1	Homo sapiens
CL	4.3	mL.min-1.kg-1	Homo sapiens
CL	5.1	mL.min-1.kg-1	Homo sapiens
CL	37.0	mL.min-1.kg-1	Macaca
CL	50.0	mL.min-1.kg-1	Canis lupus familiaris
CL	122.0	mL.min-1.kg-1	Rattus norvegicus
CL	4.9	mL.min-1.kg-1	Homo sapiens
CL	5.1	mL.min-1.kg-1	Homo sapiens
F	72.0	%	Homo sapiens
Fu	0.35	-	Homo sapiens
Fu	0.35	-	Homo sapiens
MRT	23.0	hr	Homo sapiens
T1/2	0.035	hr	-
T1/2	0.04333	hr	-
T1/2	0.06	hr	-
T1/2	0.1533	hr	-
T1/2	16.0	hr	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Glutamate NMDA receptor	IC50	=	9.8	nM	8.01	Inhibition of [3H]-MK-801 binding to NMDA receptor from rat cerebral cortical sy...	8941398
Glutamate NMDA receptor; GRIN1/GRIN2A	IC50	=	11.8	nM	7.93	Antagonist activity against NR1-1a/NR2A NMDA receptor (unknown origin) expressed...	26430967
Glutamate [NMDA] receptor	Ki	=	15.3	nM	7.82	Affinity to NMDA receptor, using [3H]MK-801 as radioligand in pig brain cortex m...	11495592
Glutamate [NMDA] receptor	Ki	=	23.0	nM	7.64	The compound was tested for its ability to block PCP N-methyl-D-aspartate glutam...	9464369
Unchecked	Ki	=	28.0	nM	7.55	Displacement of [3H]MK-801 from NMDA receptor in guinea pig brain membrane	17420073
Unchecked	Ki	=	28.0	nM	7.55	Displacement of [3H]-(+)-MK801 from NMDA receptor PCP binding site in pig cortex...	21444132
Unchecked	Ki	=	28.0	nM	7.55	Displacement of [3H]MK801 from NMDA receptor PCP binding site in guinea pig brai...	26430967
Unchecked	IC50	=	29.0	nM	7.54	Displacement of [3H]PCP from nAChR in Apis mellifera (honeybee0 head homogenates	-
Unchecked	IC50	=	35.0	nM	7.46	Compound was evaluated for its affinity towards N-methyl-D-aspartate glutamate r...	1315871
Glutamate NMDA receptor	IC50	=	36.5	nM	7.44	Binding affinity towards PCP site of the NMDA receptor was measured by displacem...	8336337
Glutamate NMDA receptor	IC50	=	36.5	nM	7.44	Evaluated for their affinity at the PCP site for displacement of [3H]TCP in rat ...	8459395
Glutamate NMDA receptor	Ki	=	38.0	nM	7.42	Binding affinity was determined towards NMDA receptor using [3H]thienylcyclidine...	7528282
Glutamate NMDA receptor	IC50	=	47.0	nM	7.33	Displacement of [3H]TCP from the TCP site of NMDA receptor in rat brain homogena...	9873659
Glutamate receptor ionotropic, NMDA 1	Ki	=	53.0	nM	7.28	Binding affinity by displacement of [3H]TCP from PCP N-methyl-D-aspartate glutam...	1875352
Unchecked	Ki	=	59.0	nM	7.23	Displacement of [3H]MK801 from NMDA receptor (unknown origin) by radioligand bin...	32717484
Unchecked	Ki	=	59.0	nM	7.23	Displacement of [3H]-(+)-MK-801 from PCP binding site of NMDA receptor in pig br...	23013229
Glutamate [NMDA] receptor	Ki	=	59.0	nM	7.23	Binding affinity to NMDAR (unknown origin)	32248004
Glutamate NMDA receptor	Ki	=	60.0	nM	7.22	Evaluated in vitro binding affinity against PCP receptor using [3H]TCP as radiol...	2329567
Glutamate receptor ionotropic, NMDA 2C	Ki	=	60.0	nM	7.22	Binding affinity against phencyclidine receptor was determined by the displaceme...	2840502
Unchecked	Ki	=	62.3	nM	7.21	Displacement of [3H]TCP from phencyclidine receptor	8496700

Literature References

PubMed	DOI	Target Context	# Activities
26296478	10.1016/j.bmcl.2015.08.017	Glutamate NMDA receptor	15
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
6481761	10.1021/jm00376a006	ADMET	9
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
20070106	10.1021/jm901371v	Homo sapiens	8
15920768	10.1002/jps.20373	ADMET	8
6481761	10.1021/jm00376a006	Mus musculus	6
7241506	10.1021/jm00137a004	Mus musculus	5
1469697	10.1021/jm00103a005	Sigma non-opioid intracellular receptor 1	4
18426954	10.1124/dmd.108.020479	ADMET	4
-	10.1584/jpestics.20.49	Acetylcholine receptor subunit alpha	4
2329567	10.1021/jm00167a027	Mus musculus	3
7288819	10.1021/jm00141a006	Mus musculus	3
7658445	10.1021/jm00018a018	Unchecked	3
9484497	10.1021/jm970059p	Lysosomal Pro-X carboxypeptidase	3
8336337	10.1021/jm00066a007	Glutamate NMDA receptor	3
37468498	10.1038/s41467-023-40064-9	Nuclear receptor subfamily 1 group I member 2	3
7837234	10.1021/jm00001a006	Mus musculus	2
37468498	10.1038/s41467-023-40064-9	Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2	2
2840502	10.1021/jm00403a023	Glutamate receptor ionotropic, NMDA 2C	2

Data from ChEMBL 36 via Core Engine