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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1431
CHEMBL1431
Compound Name METFORMIN
ChEMBL Synonyms Glucophage xr | FORTAMET | GLUCOPHAGE | RIOMET | METFORMIN HYDROCHLORIDE | LA-6023 | METFORMIN | GLUMETZA | Janumet
Max Phase 4 (Approved)
Trade Names Metformin hydrochloride | Glucophage xr | Fortamet | Glucophage | Riomet | Glumetza | Janumet
Molecular Formula C4H11N5

Additional synonyms for CHEMBL1431 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CN(C)C(=N)NC(=N)N
Standard InChI InChI=1S/C4H11N5/c1-9(2)4(7)8-3(5)6/h1-2H3,(H5,5,6,7,8)
Standard InChI Key XZWYZXLIPXDOLR-UHFFFAOYSA-N

Alternate Forms of Compound in ChEMBL


CHEMBL1431

Molecule Features

CHEMBL1431 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Mitochondrial complex I (NADH dehydrogenase) inhibitor Mitochondrial complex I (NADH dehydrogenase) PubMed PubMed PubMed
Mitochondrial glycerol-3-phosphate dehydrogenase inhibitor Mitochondrial glycerol-3-phosphate dehydrogenase PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication
ADENOCARCINOMAD000230EFO:0000228ADENOCARCINOMA2
ADENOMATOUS POLYPOSIS COLID011125Orphanet:733FAMILIAL ADENOMATOUS POLYPOSIS2
ALTITUDE SICKNESSD000532EFO:1000782ALTITUDE SICKNESS4
AMENORRHEAD000568HP:0000141AMENORRHEA4
ANXIETYD001007EFO:0005230ANXIETY1
BIPOLAR DISORDERD001714EFO:0000289BIPOLAR DISORDER4
BRAIN NEOPLASMSD001932EFO:0003833BRAIN NEOPLASM3
BREAST NEOPLASMSD001943EFO:0000305BREAST CARCINOMA2
BREAST NEOPLASMSD001943EFO:0000305BREAST CARCINOMA3
CARCINOMA, NON-SMALL-CELL LUNGD002289EFO:0003060NON-SMALL CELL LUNG CARCINOMA2
CARCINOMA, SQUAMOUS CELLD002294EFO:0000707SQUAMOUS CELL CARCINOMA0
COLORECTAL NEOPLASMSD015179EFO:0000365COLORECTAL ADENOCARCINOMA2
CORONARY ARTERY DISEASED003324EFO:0000378CORONARY ARTERY DISEASE4
CORONARY DISEASED003327EFO:0001645CORONARY HEART DISEASE4
DIABETES MELLITUSD003920EFO:0000400DIABETES MELLITUS3
DIABETES MELLITUSD003920EFO:0000400DIABETES MELLITUS4
DIABETES MELLITUS, TYPE 1D003922EFO:0001359TYPE I DIABETES MELLITUS4
DIABETES MELLITUS, TYPE 2D003924EFO:0001360TYPE II DIABETES MELLITUS4
DIABETES, GESTATIONALD016640EFO:0004593GESTATIONAL DIABETES4
DIABETIC RETINOPATHYD003930EFO:0003770DIABETIC RETINOPATHY0
ENDOMETRIAL NEOPLASMSD016889EFO:0004230ENDOMETRIAL NEOPLASM2
FATTY LIVERD005234EFO:0003934FATTY LIVER3
FATTY LIVERD005234EFO:0003934FATTY LIVER4
GLUCOSE INTOLERANCED018149EFO:0002546ABNORMAL GLUCOSE TOLERANCE4
HEAD AND NECK NEOPLASMSD006258EFO:0004284UPPER AERODIGESTIVE TRACT NEOPLASM0
HEPATITIS C, CHRONICD019698EFO:0004220CHRONIC HEPATITIS C INFECTION4
HIV INFECTIONSD015658EFO:0000764HIV INFECTION1
HYPERPLASIAD006965EFO:0000536HYPERPLASIA0
HYPERTENSIOND006973EFO:0000537HYPERTENSION4
HYPERTENSION, PULMONARYD006976EFO:0001361PULMONARY HYPERTENSION2
INSULIN RESISTANCED007333EFO:0002614INSULIN RESISTANCE4
LEUKEMIA, LYMPHOCYTIC, CHRONIC, B-CELLD015451EFO:0000095CHRONIC LYMPHOCYTIC LEUKEMIA2
LI-FRAUMENI SYNDROMED016864Orphanet:524LI-FRAUMENI SYNDROME4
LIPID METABOLISM DISORDERSD052439Orphanet:309005DISORDER OF LIPID METABOLISM4
LIVER DISEASESD008107EFO:0001421LIVER DISEASE4
LUNG NEOPLASMSD008175EFO:0001071LUNG CARCINOMA2
LUPUS ERYTHEMATOSUS, SYSTEMICD008180EFO:0002690SYSTEMIC LUPUS ERYTHEMATOSUS4
MACULAR DEGENERATIOND008268EFO:0001365AGE-RELATED MACULAR DEGENERATION2
MELANOMAD008545EFO:0002617METASTATIC MELANOMA2
MENTAL DISORDERSD001523EFO:0000677MENTAL OR BEHAVIOURAL DISORDER4
METABOLIC SYNDROME XD024821EFO:0000195METABOLIC SYNDROME4
MIGRAINE DISORDERSD008881EFO:0003821MIGRAINE DISORDER3
MILD COGNITIVE IMPAIRMENTD060825HP:0100543COGNITIVE IMPAIRMENT2
NEOPLASMSD009369EFO:0000311CANCER2
NEOPLASMSD009369EFO:0000616NEOPLASM2
NON-ALCOHOLIC FATTY LIVER DISEASED065626EFO:0003095NON-ALCOHOLIC FATTY LIVER DISEASE1
OBESITYD009765EFO:0001073OBESITY2
OBESITYD009765EFO:0001073OBESITY4
PANCREATIC NEOPLASMSD010190EFO:0002618PANCREATIC CARCINOMA1
PERIODONTITISD010518EFO:0000649PERIODONTITIS2
PERIPHERAL ARTERIAL DISEASED058729EFO:0004265PERIPHERAL ARTERIAL DISEASE4
POLYCYSTIC OVARY SYNDROMED011085EFO:0000660POLYCYSTIC OVARY SYNDROME4
PROSTATIC NEOPLASMSD011471EFO:0000196METASTATIC PROSTATE CANCER4
PROSTATIC NEOPLASMSD011471EFO:0000673PROSTATE ADENOCARCINOMA2
PROSTATIC NEOPLASMSD011471EFO:0000673PROSTATE ADENOCARCINOMA4
PROSTATIC NEOPLASMSD011471EFO:0001663PROSTATE CARCINOMA2
PROSTATIC NEOPLASMSD011471EFO:0001663PROSTATE CARCINOMA4
PSORIASISD011565EFO:0000676PSORIASIS3
PULMONARY DISEASE, CHRONIC OBSTRUCTIVED029424EFO:0000341CHRONIC OBSTRUCTIVE PULMONARY DISEASE4
REPERFUSION INJURYD015427EFO:0002687ISCHEMIA REPERFUSION INJURY4
SCHIZOPHRENIAD012559EFO:0000692SCHIZOPHRENIA4
WEIGHT GAIND015430EFO:0004566BODY WEIGHT GAIN4

Clinical Data

Number of clinical trials registered at clinicaltrials.gov
Number of reviews at The Cochrane Collaboration
Number of entries at British National Formulary

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
129.2 129.1014 -0.74 3 88.99 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
2 4 0 5 5 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- 12.25 -1.25 -3.24 0 9 0.3

Structural Alerts

There are 4 structural alerts for CHEMBL1431. To view alerts please click here.

Compound Cross References

ATC A - ALIMENTARY TRACT AND METABOLISM
A10 - DRUGS USED IN DIABETES
A10B - BLOOD GLUCOSE LOWERING DRUGS, EXCL. INSULINS
A10BA - Biguanides
A10BA02 - metformin

ChemSpider ChemSpider:XZWYZXLIPXDOLR-UHFFFAOYSA-N
DailyMed metformin hydrochloride
PubChem SID: 11112469 SID: 137275802 SID: 144212687 SID: 174006543
Wikipedia Metformin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1431



ACToR 657-24-9
Atlas metformin
BindingDB 50229665 57047
ChEBI 6801
DrugBank DB00331
DrugCentral 1725
eMolecules 26219491 10320221 661910
EPA CompTox Dashboard DTXSID2023270
FDA SRS 9100L32L2N
Guide to Pharmacology 4503 4779
Human Metabolome Database HMDB01921
IBM Patent System 2EAEA01A117CF955AE00C39BBC6C3A2B
KEGG Ligand C07151
LINCS LSM-4730
Mcule MCULE-7393156510
MolPort MolPort-005-767-418 MolPort-002-929-560
Nikkaji J9.463C
PubChem 4091
PubChem: Thomson Pharma 15297229
SureChEMBL SCHEMBL8944
ZINC ZINC12859773

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