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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1560
CHEMBL1560
Compound Name CAPTOPRIL
ChEMBL Synonyms Lopril | CAPOTEN | SQ-14225 | SQ 14,225 | CAPTOPRIL | Tensobon
Max Phase 4 (Approved)
Trade Names Captopril | CAPOTEN | Tensobon | Lopril
Molecular Formula C9H15NO3S

Additional synonyms for CHEMBL1560 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES C[C@H](CS)C(=O)N1CCC[C@H]1C(=O)O
Standard InChI InChI=1S/C9H15NO3S/c1-6(5-14)8(11)10-4-2-3-7(10)9(12)13/h6-7 ...
Download InChI
Standard InChI Key FAKRSMQSSFJEIM-RQJHMYQMSA-N

Sources

  • AstraZeneca Deposited Data
  • British National Formulary
  • DrugMatrix
  • Gene Expression Atlas Compounds
  • Open TG-GATEs
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1560

Molecule Features

CHEMBL1560 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Angiotensin-converting enzyme inhibitor Angiotensin-converting enzyme DailyMed FDA

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
HEART DISEASESD006331EFO:0003777HEART DISEASE2ClinicalTrials
HEART FAILURED006333EFO:0000373CONGESTIVE HEART FAILURE4DailyMed
DailyMed
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CARDIOVASCULAR DISEASESD002318EFO:0000319CARDIOVASCULAR DISEASE4ATC
DIABETIC NEPHROPATHIESD003928EFO:0000401DIABETIC NEPHROPATHY4DailyMed
DailyMed
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ClinicalTrials
DailyMed
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VENTRICULAR DYSFUNCTION, LEFTD0184874
DIABETES MELLITUS, TYPE 2D003924EFO:0001360TYPE II DIABETES MELLITUS1ClinicalTrials
DIABETIC RETINOPATHYD003930EFO:0003770DIABETIC RETINOPATHY4DailyMed
LUNG NEOPLASMSD008175EFO:0001071LUNG CARCINOMA2ClinicalTrials
MYOCARDIAL INFARCTIOND009203EFO:0000612MYOCARDIAL INFARCTION4DailyMed
DailyMed
DailyMed
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HYPERTENSIOND006973EFO:0000537HYPERTENSION4DailyMed
DailyMed
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DailyMed
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Clinical Data

ClinicalTrials.gov CAPTOPRIL
The Cochrane Collaboration CAPTOPRIL

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL1560. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 1.000
CHEMBL3369 Neprilysin Rattus norvegicus 1.000
CHEMBL2625 Angiotensin-converting enzyme Rattus norvegicus 1.000
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 1.000
CHEMBL3768 Neprilysin Oryctolagus cuniculus 1.000
CHEMBL2010635 Peptide deformylase Staphylococcus aureus 1.000
CHEMBL5786 Leukotriene A-4 hydrolase Cavia porcellus 1.000
CHEMBL2461 Prolyl endopeptidase Sus scrofa 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL3769 Trypsin I Bos taurus 1.000
CHEMBL248 Leukocyte elastase Homo sapiens 1.000
CHEMBL4198 Inhibitor of apoptosis protein 3 Homo sapiens 0.999
CHEMBL3202 Prolyl endopeptidase Homo sapiens 0.998
CHEMBL1801 Plasminogen Homo sapiens 0.996
CHEMBL4471 Thrombin Bos taurus 0.996
CHEMBL209 Trypsin I Homo sapiens 0.990
CHEMBL4675 Tripeptidyl aminopeptidase Rattus norvegicus 0.989
CHEMBL4035 Prolyl endopeptidase Rattus norvegicus 0.986
CHEMBL204 Thrombin Homo sapiens 0.984
CHEMBL3976 Dipeptidyl peptidase II Homo sapiens 0.980



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL4074 Angiotensin-converting enzyme Oryctolagus cuniculus 1.000
CHEMBL2625 Angiotensin-converting enzyme Rattus norvegicus 1.000
CHEMBL3369 Neprilysin Rattus norvegicus 1.000
CHEMBL1808 Angiotensin-converting enzyme Homo sapiens 1.000
CHEMBL3768 Neprilysin Oryctolagus cuniculus 1.000
CHEMBL5786 Leukotriene A-4 hydrolase Cavia porcellus 1.000
CHEMBL2010635 Peptide deformylase Staphylococcus aureus 1.000
CHEMBL248 Leukocyte elastase Homo sapiens 1.000
CHEMBL4675 Tripeptidyl aminopeptidase Rattus norvegicus 1.000
CHEMBL2461 Prolyl endopeptidase Sus scrofa 1.000
CHEMBL1944 Neprilysin Homo sapiens 1.000
CHEMBL3769 Trypsin I Bos taurus 0.998
CHEMBL3202 Prolyl endopeptidase Homo sapiens 0.996
CHEMBL4198 Inhibitor of apoptosis protein 3 Homo sapiens 0.995
CHEMBL3481 Carboxypeptidase A1 Bos taurus 0.993
CHEMBL4062 Calpain 1 Sus scrofa 0.991
CHEMBL204 Thrombin Homo sapiens 0.987
CHEMBL4035 Prolyl endopeptidase Rattus norvegicus 0.987
CHEMBL209 Trypsin I Homo sapiens 0.979
CHEMBL4471 Thrombin Bos taurus 0.979

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
217.3 217.0773 0.67 3 96.41 ACID


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 2 0 4 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
3.59 - 1.99 -1.46 0 14 0.68

Structural Alerts

There are 6 structural alerts for CHEMBL1560. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C09 - AGENTS ACTING ON THE RENIN-ANGIOTENSIN SYSTEM
C09A - ACE INHIBITORS, PLAIN
C09AA - ACE inhibitors, plain
C09AA01 - captopril

ChemSpider ChemSpider:FAKRSMQSSFJEIM-RQJHMYQMSA-N
DailyMed captopril
PubChem SID: 11110941 SID: 144204441 SID: 170464644 SID: 26747043 SID: 26751563 SID: 50104171 SID: 50104172 SID: 50104173 SID: 50104174 SID: 56422201 SID: 855925 SID: 90340865
Wikipedia Captopril

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1560



ACToR 62571-86-2
Atlas captopril
BindingDB 21642
Brenda 15116 469
ChEBI 3380
DrugBank DB01197
DrugCentral 484
eMolecules 489049
EPA CompTox Dashboard DTXSID1037197
FDA SRS 9G64RSX1XD
Guide to Pharmacology 5158
Human Metabolome Database HMDB0015328
IBM Patent System 5E69015F0E7CFE8A75D069DA2F8E95DF
LINCS LSM-5648
Mcule MCULE-1716939647
NIH Clinical Collection SAM002564201
Nikkaji J3.203D
PDBe X8Z
PharmGKB PA448780
PubChem 44093
PubChem: Drugs of the Future 12013747
PubChem: Thomson Pharma 15195876 14797867
Selleck captopril-capoten
SureChEMBL SCHEMBL4
ZINC ZINC000000057001

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/FAKRSMQSSFJEIM-RQJHMYQMSA-N spacer
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