METFORMIN

Search structure
Synonyms:
Status: Approved (1995)
Entry Type: Small molecule
Molecule Category: Parent
ATC: A10BA02
UNII: 9100L32L2N

Structure
InChI Key XZWYZXLIPXDOLR-UHFFFAOYSA-N
Smile CN(C)C(=N)NC(=N)N
InChI
InChI=1S/C4H11N5/c1-9(2)4(7)8-3(5)6/h1-2H3,(H5,5,6,7,8)

Physicochemical Descriptors

Property Name Value
Molecular Formula C4H11N5
Molecular Weight 129.17
AlogP -1.03
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 0.0
Polar Surface Area 88.99
Molecular species BASE
Aromatic Rings 0.0
Heavy Atoms 9.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Phosphatase Protein Phosphatase Tyrosine protein phosphatase
- - - - 30-30
Enzyme Protease Serine protease Serine protease SC clan Serine protease S9B subfamily
- 29000 - - 13-22
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 20
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 11-20

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Infertility 3 D007246 ClinicalTrials
Metabolic Diseases 3 D008659 ClinicalTrials
Psoriasis 3 D011565 ClinicalTrials
Cognitive Dysfunction 3 D060825 ClinicalTrials
Hidradenitis Suppurativa 3 D017497 ClinicalTrials
Migraine Disorders 3 D008881 ClinicalTrials
Brain Neoplasms 3 D001932 ClinicalTrials
Lipid Metabolism Disorders 3 D052439 ClinicalTrials
Metabolic Syndrome 3 D024821 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Psychotic Disorders 3 D011618 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 3 D064129 ClinicalTrials
Liver Neoplasms 3 D008113 ClinicalTrials
Prediabetic State 3 D011236 ClinicalTrials
Polycystic Ovary Syndrome 3 D011085 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Aging 3 D000375 ClinicalTrials
Polycystic Kidney, Autosomal Dominant 3 D016891 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Bipolar Disorder 3 D001714 ClinicalTrials
Muscular Dystrophies 3 D009136 ClinicalTrials
Hypercholesterolemia 3 D006937 ClinicalTrials
Atherosclerosis 3 D050197 ClinicalTrials
Obesity 3 D009765 ClinicalTrials
Diabetes Mellitus, Type 1 3 D003922 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Insulin Resistance 3 D007333 ClinicalTrials
Diabetes Mellitus, Type 2 3 D003924 ClinicalTrials
Peripheral Arterial Disease 3 D058729 ClinicalTrials
Fatty Liver 3 D005234 ClinicalTrials
Cognitive Dysfunction 3 D060825 ClinicalTrials
Coronary Disease 3 D003327 ClinicalTrials
Diabetes, Gestational 3 D016640 ClinicalTrials
Huntington Disease 3 D006816 ClinicalTrials
Hypertension 3 D006973 ClinicalTrials
Endometrial Neoplasms 3 D016889 ClinicalTrials
Glucose Intolerance 3 D018149 ClinicalTrials
Small Cell Lung Carcinoma 2 D055752 ClinicalTrials
Intellectual Disability 2 D008607 ClinicalTrials
Neurobehavioral Manifestations 2 D019954 ClinicalTrials
Esophageal Neoplasms 2 D004938 ClinicalTrials
Geographic Atrophy 2 D057092 ClinicalTrials
Bardet-Biedl Syndrome 2 D020788 ClinicalTrials
Sex Chromosome Disorders of Sex Development 2 D058533 ClinicalTrials
Fragile X Syndrome 2 D005600 ClinicalTrials
Adenocarcinoma, Bronchiolo-Alveolar 2 D002282 ClinicalTrials
Squamous Cell Carcinoma of Head and Neck 2 D000077195 ClinicalTrials
Weight Gain 2 D015430 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 2 D015451 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Prostatic Neoplasms 2 D011471 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Prostatic Neoplasms 2 D011471 ClinicalTrials
Prostatic Neoplasms 2 D011471 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 2 D002289 ClinicalTrials
Adenomatous Polyposis Coli 2 D011125 ClinicalTrials
Neoplasms 2 D009369 ClinicalTrials
Carcinoma, Squamous Cell 2 D002294 ClinicalTrials
Non-alcoholic Fatty Liver Disease 2 D065626 ClinicalTrials
Periodontitis 2 D010518 ClinicalTrials
Adenocarcinoma 2 D000230 ClinicalTrials
Hypertension, Pulmonary 2 D006976 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Rectal Neoplasms 2 D012004 ClinicalTrials
Carcinoma, Squamous Cell 2 D002294 ClinicalTrials
Renal Insufficiency, Chronic 2 D051436 ClinicalTrials
Diabetic Foot 2 D017719 ClinicalTrials
Lymphoma, Large B-Cell, Diffuse 2 D016403 ClinicalTrials
Atrial Fibrillation 2 D001281 ClinicalTrials
Glioblastoma 2 D005909 ClinicalTrials
Carcinoma, Hepatocellular 2 D006528 ClinicalTrials
Carcinoma 2 D002277 ClinicalTrials
Arthritis, Rheumatoid 2 D001172 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Ovarian Neoplasms 2 D010051 ClinicalTrials
Multiple Myeloma 2 D009101 ClinicalTrials
Uterine Cervical Neoplasms 2 D002583 ClinicalTrials
Pancreatic Neoplasms 2 D010190 ClinicalTrials
Pregnancy 2 D011247 ClinicalTrials
Heart Failure, Systolic 2 D054143 ClinicalTrials
Non-alcoholic Fatty Liver Disease 2 D065626 ClinicalTrials
HIV-Associated Lipodystrophy Syndrome 2 D039682 ClinicalTrials
Hepatitis 2 D006505 ClinicalTrials
Adenocarcinoma of Lung 2 D000077192 ClinicalTrials
Low Back Pain 2 D017116 ClinicalTrials
Cerebral Palsy 2 D002547 ClinicalTrials
Urinary Bladder Neoplasms 2 D001749 ClinicalTrials
Blindness 2 D001766 ClinicalTrials
Uterine Cervical Neoplasms 2 D002583 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Ovarian Neoplasms 2 D010051 ClinicalTrials
Lung Neoplasms 2 D008175 ClinicalTrials
Lymphoma, Follicular 2 D008224 ClinicalTrials
Colonic Neoplasms 2 D003110 ClinicalTrials
Endometrial Hyperplasia 2 D004714 ClinicalTrials
Frontotemporal Dementia 2 D057180 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Colitis, Ulcerative 2 D003093 ClinicalTrials
Peripheral Nervous System Diseases 2 D010523 ClinicalTrials
Urogenital Neoplasms 2 D014565 ClinicalTrials
Burns 2 D002056 ClinicalTrials
Intellectual Disability 2 D008607 ClinicalTrials
Squamous Cell Carcinoma of Head and Neck 2 D000077195 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Carcinoma, Large Cell 2 D018287 ClinicalTrials
Hemangiosarcoma 2 D006394 ClinicalTrials
Aortic Aneurysm, Abdominal 2 D017544 ClinicalTrials
Triple Negative Breast Neoplasms 2 D064726 ClinicalTrials
Neuroendocrine Tumors 2 D018358 ClinicalTrials
Neuroendocrine Tumors 2 D018358 ClinicalTrials
Multiple Sclerosis 1 D009103 ClinicalTrials
Neuralgia 1 D009437 ClinicalTrials
Depressive Disorder, Major 1 D003865 ClinicalTrials
Head and Neck Neoplasms 1 D006258 ClinicalTrials
Breast Carcinoma In Situ 1 D000071960 ClinicalTrials
Diabetes Insipidus 1 D003919 ClinicalTrials
Anxiety Disorders 1 D001008 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 1 D054198 ClinicalTrials
Osteoarthritis 1 D010003 ClinicalTrials
HIV Infections 1 D015658 ClinicalTrials
Liver Diseases 1 D008107 ClinicalTrials
Muscular Dystrophy, Duchenne 1 D020388 ClinicalTrials
Sleep Apnea, Obstructive 1 D020181 ClinicalTrials
Li-Fraumeni Syndrome 1 D016864 ClinicalTrials
Pulmonary Disease, Chronic Obstructive 0 D029424 ClinicalTrials
Diabetic Retinopathy 0 D003930 ClinicalTrials
Cardiovascular Diseases 0 D002318 ClinicalTrials
Barrett Esophagus 0 D001471 ClinicalTrials
Anemia, Sickle Cell 0 D000755 ClinicalTrials
Thoracic Neoplasms 0 D013899 ClinicalTrials

Related Entries

Salt

Cross References

Resources Reference
CAS NUMBER 657-24-9
ChEBI 6801
ChEMBL CHEMBL1431
DrugBank DB00331
DrugCentral 1725
EPA CompTox DTXSID2023270
FDA SRS 9100L32L2N
Human Metabolome Database HMDB0001921
Guide to Pharmacology 4779
KEGG C07151
PDB MF8
PharmGKB PA450395
PubChem 4091
SureChEMBL SCHEMBL8944
ZINC ZINC000012859773
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