Compound Detail

CHEMBL1014

CANDESARTAN CILEXETIL

💊 Approved Drug

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💊 Approved Drug

CCOc1nc2cccc(C(=O)OC(C)OC(=O)OC3CCCCC3)c2n1Cc1ccc(-c2ccccc2-c2nn[nH]n2)cc1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL1014
Name	CANDESARTAN CILEXETIL
Phase	Approved
Structure Type	MOL
InChI Key	GHOSNRCGJFBJIB-UHFFFAOYSA-N
Therapeutic	✓ Yes
Active Moiety	CHEMBL1016

Known Names

Amias Atacand Candesartan 1-(((cyclohexyloxy)carbonyl)oxy)ethyl ester Candesartan cilexetil NSC-758697 Ratacand TCV-116

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Indications

Mechanisms

Molecular Properties

610.7

MW (Da)

6.32

ALogP

HBA

HBD

143.3

PSA (Å²)

0.14

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
First Approval	1998
Availability	Prescription
Chirality	Racemic

Routes of Administration

Oral

Flags

Black Box Warning Natural Product Prodrug

USAN Stem	-sartan
USAN Year	1997

Extended Properties

Molecular Formula	C33H34N6O6
MW	610.67
Aromatic Rings	5
Heavy Atoms	45
NP-Likeness	-0.61

Mechanism of Action

Mechanism	Action Type	Target	Direct	Efficacy
Type-1 angiotensin II receptor antagonist	ANTAGONIST	Type-1 angiotensin II receptor	✓	✓

Indications

Angina Pectoris Diabetes Mellitus Heart Failure Heart Failure Hypertension Myocardial Infarction Stroke Atherosclerosis Breast Neoplasms Coronary Disease Diabetes Mellitus, Type 1 Diabetes Mellitus, Type 2 Essential Hypertension Hypercholesterolemia Hypertension, Renovascular Proteinuria Renal Artery Obstruction Brain Injuries Pain Severe Acute Respiratory Syndrome

Drug Warnings

Black Box Warning

teratogenicity

Country: United States

Black Box Warning

cardiotoxicity

Country: United States

Activity Summary

IC50 26 meas. best 6.7

Ki 2 meas. best 6.4

EC50 1 meas. best 5.38

Kd 1 meas.

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Type-1 angiotensin II receptor CHEMBL3948	IC50	6.7	6.7	200.0	1
Solute carrier organic anion transporter family member 1B1 CHEMBL1697668	Ki	6.4	6.4	400.0	1
Solute carrier organic anion transporter family member 1B1 CHEMBL1697668	IC50	6.14	6.14	724.4	1
Solute carrier organic anion transporter family member 1B3 CHEMBL1743121	Ki	5.72	5.72	1900.0	1
Solute carrier organic anion transporter family member 1B3 CHEMBL1743121	IC50	5.61	5.61	2454.7	1
Unchecked CHEMBL612545	IC50	5.58	4.875	2600.0	4
Peroxisome proliferator-activated receptor gamma CHEMBL235	EC50	5.38	5.38	4200.0	1
Broad substrate specificity ATP-binding cassette transporter ABCG2 CHEMBL5393	IC50	5.3	5.3	5000.0	1
DNA polymerase kappa CHEMBL5365	IC50	5.25	5.145	5600.0	2
DNA polymerase iota CHEMBL5391	IC50	5.21	5.21	6200.0	1
DNA polymerase eta CHEMBL5542	IC50	4.95	4.95	11200.0	1
Hepatitis C virus CHEMBL379	IC50	4.85	4.85	14200.0	1
NEDD8-activating enzyme E1 regulatory subunit CHEMBL2016431	IC50	4.78	4.78	16430.0	1
Cruzipain CHEMBL3563	IC50	4.38	4.38	42000.0	1
NCI-H1299 CHEMBL612255	IC50	4.35	4.35	45020.0	2
MGC-803 CHEMBL3706566	IC50	4.24	4.24	57140.0	1
PLC CHEMBL613522	IC50	4.22	4.22	60210.0	1
T47D CHEMBL614361	IC50	4.19	4.19	64350.0	1
A549 CHEMBL392	IC50	4.19	4.185	63930.0	2
MKN-45 CHEMBL614354	IC50	4.16	4.16	68870.0	1
BEAS-2B CHEMBL4296403	IC50	4.1	4.075	79760.0	2

Pharmacokinetic Data

Parameter	Value	Units	Species
F	40.0	%	-
F	33.0	%	Rattus norvegicus
F	28.0	%	Rattus norvegicus
T1/2	0.082	hr	Rattus norvegicus
T1/2	0.0455	hr	Rattus norvegicus
T1/2	0.03817	hr	Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Type-1 angiotensin II receptor	IC50	=	200.0	nM	6.7	Antagonist activity at angiotensin AT1 receptor in rabbit aortic strip assessed ...	21071232
Solute carrier organic anion transporter family member 1B1	Ki	=	400.0	nM	6.4	Ki values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO cells	23571415
Solute carrier organic anion transporter family member 1B1	IC50	=	724.44	nM	6.14	pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO ce...	23571415
Solute carrier organic anion transporter family member 1B3	Ki	=	1900.0	nM	5.72	Ki values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO cells	23571415
Solute carrier organic anion transporter family member 1B3	IC50	=	2454.71	nM	5.61	pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO ce...	23571415
Unchecked	IC50	=	2600.0	nM	5.58	Inhibition of IDO in human A431 cells assessed as kynurenine production after 24...	-
Peroxisome proliferator-activated receptor gamma	EC50	=	4200.0	nM	5.38	Agonist activity at human PPARgammaDEF receptor expressed in african green monke...	32272420
Broad substrate specificity ATP-binding cassette transporter ABCG2	IC50	=	5000.0	nM	5.3	Inhibition of human ABCG2 expressed in dog MDCK-II-BCRP cells mediated pheophorb...	35483322
DNA polymerase kappa	IC50	=	5600.0	nM	5.25	Inhibition of human DNA polymerase kappa (19 to 526 residues)-mediated TLS past ...	27362876
DNA polymerase iota	IC50	=	6200.0	nM	5.21	Inhibition of human DNA polymerase iota preincubated for 15 mins followed by rep...	27362876
DNA polymerase kappa	IC50	=	9200.0	nM	5.04	Inhibition of human DNA polymerase kappa (19 to 526 residues) preincubated for 1...	27362876
DNA polymerase eta	IC50	=	11200.0	nM	4.95	Inhibition of human DNA polymerase eta (1 to 437 residues) preincubated for 15 m...	27362876
Unchecked	IC50	=	12000.0	nM	4.92	Inhibition of human recombinant IDO assessed as kynurenine level after 60 mins	-
Unchecked	IC50	=	12000.0	nM	4.92	Inhibition of human recombinant IDO	-
Hepatitis C virus	IC50	=	14200.0	nM	4.85	Inhibition of Hepatitis C virus CON1 NS5B RNA dependent RNA polymerase after 2 h...	23608107
NEDD8-activating enzyme E1 regulatory subunit	IC50	=	16430.0	nM	4.78	Inhibition of NAE (unknown origin)-mediated neddylation assessed as suppression ...	33129593
Cruzipain	IC50	=	42000.0	nM	4.38	Inhibition of Trypanosoma cruzi cruzaine preincubated for 5 mins before substrat...	20426472
NCI-H1299	IC50	=	45110.0	nM	4.35	Antiproliferative activity against human H1299 cells measured after 48 hrs by CC...	31732254
NCI-H1299	IC50	=	45020.0	nM	4.35	Antiproliferative activity against human H1299 cells incubated for 48 hrs by CCK...	33129593
MGC-803	IC50	=	57140.0	nM	4.24	Antiproliferative activity against human MGC803 cells measured after 48 hrs by C...	31732254

Literature References

PubMed	DOI	Target Context	# Activities
31732254	10.1016/j.ejmech.2019.111848	A549	27
31732254	10.1016/j.ejmech.2019.111848	NEDD8-conjugating enzyme Ubc12	8
8360879	10.1021/jm00068a011	Angiotensin II receptor	7
-	10.6019/CHEMBL4495565	SARS-CoV-2	6
31732254	10.1016/j.ejmech.2019.111848	NEDD8/Cullin-1	6
20426472	10.1021/jm100254w	No relevant target	5
8360879	10.1021/jm00068a011	Rattus norvegicus	4
37468498	10.1038/s41467-023-40064-9	Cannabinoid receptor 1	4
37468498	10.1038/s41467-023-40064-9	Alpha-1A adrenergic receptor	4
-	10.1039/C2MD00278G	Unchecked	4
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 2A	3
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 1A	3
37468498	10.1038/s41467-023-40064-9	5-hydroxytryptamine receptor 2B	3
37468498	10.1038/s41467-023-40064-9	Estrogen receptor	3
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B1	3
23571415	10.1124/mol.112.084152	Solute carrier organic anion transporter family member 1B3	3
20014752	10.1021/tx900326k	Hepatotoxicity	3
37468498	10.1038/s41467-023-40064-9	Glucocorticoid receptor	3
37468498	10.1038/s41467-023-40064-9	Alpha-2A adrenergic receptor	3
-	10.6019/CHEMBL4495564	Replicase polyprotein 1ab	3

Data from ChEMBL 36 via Core Engine