Compound Detail

CHEMBL526

PROPOFOL

💊 Approved Drug

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💊 Approved Drug

CC(C)c1cccc(C(C)C)c1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL526
Name	PROPOFOL
Phase	Approved
Structure Type	MOL
InChI Key	OLBCVFGFOZPWHH-UHFFFAOYSA-N
Therapeutic	✓ Yes

Known Names

Diprivan Disoprivan Disoprofol Fresofol ICI 35,868 ICI 35-868 ICI-35868 ICI35,868 Lipuro NSC-5105 Phenol, 2,6-bis(1-methylethyl) Propofol +2 more

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

178.3

MW (Da)

3.64

ALogP

HBA

HBD

20.2

PSA (Å²)

0.73

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1989
Availability	Prescription
Chirality	Achiral

Routes of Administration

Parenteral

Flags

Natural Product

USAN Year

1984

Extended Properties

Molecular Formula	C12H18O
MW	178.27
Aromatic Rings	1
Heavy Atoms	13
NP-Likeness	0.28

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
GABA-A receptor; anion channel positive allosteric modulator	POSITIVE ALLOSTERIC MODULATOR	GABA-A receptor; anion channel	✓	✓

Indications

Adenomatous Polyposis Coli Atrial Fibrillation Back Pain Brain Injuries Breast Neoplasms Cerebral Arterial Diseases Delirium Esophageal Neoplasms Genital Neoplasms, Male Heart Diseases Hypertension Intracranial Aneurysm Liver Cirrhosis Neoplasms Neoplasms Obesity Pain Pancreatic Neoplasms Pruritus Reperfusion Injury

ATC Classification

N01AX10

propofol

Level 1: NERVOUS SYSTEM

Level 2: ANESTHETICS

Activity Summary

EC50 20 meas. best 6.2

IC50 20 meas. best 8.3

Ki 6 meas. best 5.46

Kd 2 meas. best 6.64

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Transient receptor potential cation channel subfamily V member 1 CHEMBL4794	IC50	8.3	8.3	5.0	1
Unchecked CHEMBL612545	Kd	6.64	5.82	230.0	2
Xenopus laevis CHEMBL613478	EC50	6.2	5.814	630.0	5
Unchecked CHEMBL612545	EC50	5.72	5.3067	1900.0	3
GABA-A receptor; alpha-1/beta-2/gamma-2 CHEMBL2095172	EC50	5.7	5.35	1995.3	2
5-hydroxytryptamine receptor 2B CHEMBL1833	Ki	5.46	5.46	3499.0	1
Prostaglandin G/H synthase 1 CHEMBL221	IC50	5.42	5.42	3832.0	1
GABA-A receptor; anion channel CHEMBL1907607	IC50	5.4	5.014	3950.0	5
GABA-A receptor; alpha-1/beta-3/gamma-2 CHEMBL2094121	EC50	5.39	4.9867	4100.0	3
GABA-A receptor; agonist GABA site CHEMBL2109244	EC50	5.28	4.79	5200.0	2
5-hydroxytryptamine receptor 2B CHEMBL1833	IC50	5.26	5.26	5499.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	Ki	5.22	5.22	6051.0	1
Unchecked CHEMBL612545	IC50	5.14	4.91	7300.0	3
Polyunsaturated fatty acid lipoxygenase ALOX15 CHEMBL4358	IC50	5.12	5.12	7596.0	1
GABA A receptor alpha-1/beta-1/gamma-2 CHEMBL2111392	EC50	5.1	4.73	8000.0	2
GABA-A receptor; alpha-1/beta-3/gamma-2 CHEMBL2094121	IC50	5.1	4.6533	8000.0	3
Sodium-dependent noradrenaline transporter CHEMBL222	IC50	5.03	5.03	9393.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.03	5.03	9316.0	1
GABA A receptor alpha-2/beta-2/gamma-2 CHEMBL2111413	EC50	4.95	4.95	11200.0	1
5-hydroxytryptamine receptor 2C CHEMBL225	IC50	4.94	4.94	11553.0	1
Fatty-acid amide hydrolase 1 CHEMBL3229	IC50	4.85	4.85	14000.0	1
Carbonic anhydrase 2 CHEMBL205	Ki	4.71	4.71	19500.0	1
Unchecked CHEMBL612545	Ki	4.64	4.64	22994.0	1
Fatty-acid amide hydrolase 1 CHEMBL2243	IC50	4.28	4.28	52000.0	1
Carbonic anhydrase 1 CHEMBL261	Ki	4.0	4.0	98900.0	1
GL261 CHEMBL4483239	IC50	4.0	4.0	100000.0	1

Pharmacokinetic Data

Parameter	Value	Units	Species
AUC	616.0	ng.hr.mL-1	Canis lupus familiaris
AUC	102.0	ng.hr.mL-1	Canis lupus familiaris
AUC	76.9	ng.hr.mL-1	Rattus norvegicus
AUC	77.0	ng.hr.mL-1	Rattus norvegicus
CL	36.0	mL.min-1.kg-1	Homo sapiens
CL	14.7	mL.min-1.kg-1	Homo sapiens
CL	3.88	mL.min-1.kg-1	Homo sapiens
CL	-	mL.min-1.kg-1	Homo sapiens
CL	27.72	mL.min-1.kg-1	Homo sapiens
CL	2.13	mL.min-1.g-1	Homo sapiens
CL	13.1	mL.min-1.g-1	Homo sapiens
CL	8.05	mL.min-1.g-1	Homo sapiens
CL	1.29	mL.min-1.g-1	Homo sapiens
CL	1.17	mL.min-1.g-1	Homo sapiens
CL	2.71	mL.min-1.g-1	Homo sapiens
CL	103.0	mL.min-1.g-1	Homo sapiens
CL	62.6	mL.min-1.g-1	Homo sapiens
CL	1023.0	mL.min-1.g-1	Homo sapiens
CL	91.5	mL.min-1.g-1	Homo sapiens
CL	201.0	mL.min-1.g-1	Homo sapiens
CL	67.8	mL.min-1.g-1	Homo sapiens
CL	23.0	mL.min-1.kg-1	Homo sapiens
CL	204.0	ml/kg.min	Rattus norvegicus
CL	204.0	ml/kg.min	Rattus norvegicus
Cmax	11499.41	nM	Canis lupus familiaris
Cmax	544.12	nM	Canis lupus familiaris
Cmax	2154036012.79	nM	Rattus norvegicus
Cmax	2154.04	nM	Rattus norvegicus
F	7.3	%	Canis lupus familiaris
Fu	0.02	-	Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Transient receptor potential cation channel subfamily V member 1	IC50	=	5.05	nM	8.3	Inhibition of TRPV1 (unknown origin)	36395649
Unchecked	Kd	=	230.0	nM	6.64	Agonist activity at GABAA assessed as enhancement of channel current	19520579
Xenopus laevis	EC50	=	630.0	nM	6.2	Anesthetic activity in Xenopus laevis tadpoles assessed as increase in loss of r...	32247113
Xenopus laevis	EC50	=	1100.0	nM	5.96	Anesthetic effect on Xenopus laevis tadpole assessed as loss of spontaneous moti...	20597506
Unchecked	EC50	=	1900.0	nM	5.72	Effective concentration required for reversible loss of righting reflex in Xenop...	15801854
Xenopus laevis	EC50	=	1995.26	nM	5.7	Loss of righting reflex (LORR) in tadpoles was determined for anesthetic activit...	12109905
Unchecked	EC50	=	1995.26	nM	5.7	Binding affinity to apoferritin by isothermal titration calorimetry	19520579
GABA-A receptor; alpha-1/beta-2/gamma-2	EC50	=	1995.26	nM	5.7	Potentiation of GABA responses at human Gamma-aminobutyric acid A receptor alpha...	12109905
Xenopus laevis	EC50	=	2200.0	nM	5.66	Anesthetic activity in Xenopus laevis tadpoles assessed as loss of righting refl...	22029276
Xenopus laevis	EC50	=	2800.0	nM	5.55	Anesthetic effect on Xenopus laevis tadpole assessed as loss of startle reflex a...	20597506
5-hydroxytryptamine receptor 2B	Ki	=	3499.0	nM	5.46	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ...	-
Prostaglandin G/H synthase 1	IC50	=	3832.0	nM	5.42	DRUGMATRIX: Cyclooxygenase COX-1 enzyme inhibition (substrate: Arachidonic acid)	-
GABA-A receptor; anion channel	IC50	=	3950.0	nM	5.4	Inhibition of [35S]TBPS binding to GABA-A receptor in rat cerebral cortex.	9599235
GABA-A receptor; alpha-1/beta-3/gamma-2	EC50	=	4100.0	nM	5.39	GABA-modulatory action compound was evaluated on Oocytes expressing recombinant ...	11606122
GABA-A receptor; agonist GABA site	EC50	=	5200.0	nM	5.28	Agonist activity at human alpha1beta2gamma2L GABAA receptor expressed in Xenopus...	22029276
GABA-A receptor; alpha-1/beta-3/gamma-2	EC50	=	5400.0	nM	5.27	Positive allosteric modulation of GABAA alpha1beta3gamma2L in HEK cell plasma me...	32247113
5-hydroxytryptamine receptor 2B	IC50	=	5499.0	nM	5.26	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2B radioligand binding (ligand: ...	-
5-hydroxytryptamine receptor 2C	Ki	=	6051.0	nM	5.22	DRUGMATRIX: Serotonin (5-Hydroxytryptamine) 5-HT2C radioligand binding (ligand: ...	-
Unchecked	IC50	=	7300.0	nM	5.14	Antagonist activity at Torpedo californica nACh receptor expressed in Xenopus oo...	22029276
Polyunsaturated fatty acid lipoxygenase ALOX15	IC50	=	7596.0	nM	5.12	DRUGMATRIX: Lipoxygenase 15-LO enzyme inhibition (substrate: Linoleic acid)	-

Literature References

PubMed	DOI	Target Context	# Activities
16472241	10.2174/1570163043334794	Hepatotoxicity	18
22194678	10.1371/journal.pcbi.1002310	Hepatotoxicity	14
22275465	10.1124/dmd.111.043984	UDP-glucuronosyltransferase 1A9	12
15646539	10.1016/s0399-8320(04)95062-2	Unchecked	11
12781176	10.1016/s0960-894x(03)00346-9	Rattus norvegicus	9
22275465	10.1124/dmd.111.043984	ADMET	8
22275465	10.1124/dmd.111.043984	Liver microsome	8
15646539	10.1016/s0399-8320(04)95062-2	NON-PROTEIN TARGET	8
39013072	10.1021/acs.jmedchem.4c01044	ADMET	8
28968087	10.1021/acs.jmedchem.7b01133	Canis familiaris	7
28430430	10.1021/acs.jmedchem.7b00254	Mus musculus	6
12477364	10.1021/jm020864q	Mus musculus	6
20153203	10.1016/j.bmc.2010.01.045	MDA-MB-231	6
11294393	10.1016/s0960-894x(01)00088-9	Rattus norvegicus	6
10836148	10.1146/annurev.pharmtox.40.1.581	UDP-glucuronosyltransferase 1A1	5
36736494	10.1016/j.bmcl.2023.129165	Mus musculus	5
28430430	10.1021/acs.jmedchem.7b00254	Rattus norvegicus	5
22029276	10.1021/jm200943f	GABA-A receptor; agonist GABA site	5
36736494	10.1016/j.bmcl.2023.129165	Oryctolagus cuniculus	5
28430431	10.1021/acs.jmedchem.7b00253	Rattus norvegicus	5

Data from ChEMBL 36 via Core Engine