MYCOPHENOLATE MOFETIL

Search structure
Trade Names:
Synonyms:
Status: Approved (1995)
Entry Type: Small molecule
Molecule Category: UNKNOWN Prodrug
UNII: 9242ECW6R0

Structure
InChI Key RTGDFNSFWBGLEC-SYZQJQIISA-N
Smile COc1c(C)c2c(c(O)c1C/C=C(\C)CCC(=O)OCCN1CCOCC1)C(=O)OC2
InChI
InChI=1S/C23H31NO7/c1-15(5-7-19(25)30-13-10-24-8-11-29-12-9-24)4-6-17-21(26)20-18(14-31-23(20)27)16(2)22(17)28-3/h4,26H,5-14H2,1-3H3/b15-4+

Physicochemical Descriptors

Property Name Value
Molecular Formula C23H31NO7
Molecular Weight 433.5
AlogP 2.52
Hydrogen Bond Acceptor 8.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 9.0
Polar Surface Area 94.53
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 31.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Inosine-5'-monophosphate dehydrogenase (IMPDH) inhibitor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Transferase
- - - - 0.1356-1.08
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - -25.58--11.04
Transporter Primary active transporter ATP-binding cassette ABCB subfamily
- 76000 - - -
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 83000 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Nephrotic Syndrome 3 D009404 ClinicalTrials
Pemphigus 3 D010392 ClinicalTrials
Hepatitis C 3 D006526 ClinicalTrials
Myasthenia Gravis 3 D009157 ClinicalTrials
Glomerulonephritis, IGA 3 D005922 ClinicalTrials
Graft vs Host Disease 3 D006086 ClinicalTrials
Cardiovascular Diseases 3 D002318 ClinicalTrials
Uveitis 3 D014605 ClinicalTrials
Carcinoma, Hepatocellular 3 D006528 ClinicalTrials
Hodgkin Disease 3 D006689 ClinicalTrials
Myelodysplastic Syndromes 3 D009190 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Leukemia, Myeloid, Acute 3 D015470 ClinicalTrials
Leukemia, Myelogenous, Chronic, BCR-ABL Positive 3 D015464 ClinicalTrials
Lymphoma, Large B-Cell, Diffuse 3 D016403 ClinicalTrials
Leukemia 3 D007938 ClinicalTrials
Neoplasms 3 D009369 ClinicalTrials
Multiple Myeloma 3 D009101 ClinicalTrials
Kidney Diseases 3 D007674 ClinicalTrials
Heart Diseases 3 D006331 ClinicalTrials
Glomerulosclerosis, Focal Segmental 3 D005923 ClinicalTrials
Lung Diseases, Interstitial 3 D017563 ClinicalTrials
Glomerulonephritis, Membranous 3 D015433 ClinicalTrials
Anti-Neutrophil Cytoplasmic Antibody-Associated Vasculitis 3 D056648 ClinicalTrials
Granulomatosis with Polyangiitis 3 D014890 ClinicalTrials
Lupus Nephritis 3 D008181 ClinicalTrials
Lymphoma, Non-Hodgkin 3 D008228 ClinicalTrials
Purpura, Thrombocytopenic, Idiopathic 3 D016553 ClinicalTrials
Polyradiculopathy 3 D011128 ClinicalTrials
Microscopic Polyangiitis 3 D055953 ClinicalTrials
Takayasu Arteritis 3 D013625 ClinicalTrials
Waldenstrom Macroglobulinemia 3 D008258 ClinicalTrials
Lymphoma, Mantle-Cell 3 D020522 ClinicalTrials
Renal Insufficiency 3 D051437 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 3 D054198 ClinicalTrials
Red-Cell Aplasia, Pure 3 D012010 ClinicalTrials
Graft vs Host Disease 3 D006086 ClinicalTrials
Diabetic Nephropathies 3 D003928 ClinicalTrials
Neuromyelitis Optica 3 D009471 ClinicalTrials
Cystitis, Interstitial 3 D018856 ClinicalTrials
Diabetes Mellitus, Type 1 3 D003922 ClinicalTrials
Neoplasms 3 D009369 ClinicalTrials
Lupus Erythematosus, Systemic 3 D008180 ClinicalTrials
Kidney Failure, Chronic 3 D007676 ClinicalTrials
Autoimmune Diseases 2 D001327 ClinicalTrials
Shwachman-Diamond Syndrome 2 D000081003 ClinicalTrials
Wiskott-Aldrich Syndrome 2 D014923 ClinicalTrials
Anemia, Aplastic 2 D000741 ClinicalTrials
Anemia, Sickle Cell 2 D000755 ClinicalTrials
Anemia, Diamond-Blackfan 2 D029503 ClinicalTrials
Leukemia, Prolymphocytic, B-Cell 2 D054403 ClinicalTrials
Leukemia, Myelomonocytic, Juvenile 2 D054429 ClinicalTrials
Leukemia, Prolymphocytic, T-Cell 2 D015461 ClinicalTrials
Epidermolysis Bullosa 2 D004820 ClinicalTrials
Severe Combined Immunodeficiency 2 D016511 ClinicalTrials
Sezary Syndrome 2 D012751 ClinicalTrials
IgA Vasculitis 2 D011695 ClinicalTrials
Mycosis Fungoides 2 D009182 ClinicalTrials
Hepatitis, Alcoholic 2 D006519 ClinicalTrials
Neuroblastoma 2 D009447 ClinicalTrials
Psoriasis 2 D011565 ClinicalTrials
Scleroderma, Systemic 2 D012595 ClinicalTrials
HIV Infections 2 D015658 ClinicalTrials
Macular Degeneration 2 D008268 ClinicalTrials
Lymphoma, B-Cell, Marginal Zone 2 D018442 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Primary Myelofibrosis 2 D055728 ClinicalTrials
Immunologic Deficiency Syndromes 2 D007153 ClinicalTrials
Amyotrophic Lateral Sclerosis 2 D000690 ClinicalTrials
Gout 2 D006073 ClinicalTrials
Multiple Sclerosis 2 D009103 ClinicalTrials
Hyperlipoproteinemia Type I 2 D008072 ClinicalTrials
Hematologic Diseases 2 D006402 ClinicalTrials
Anemia, Aplastic 2 D000741 ClinicalTrials
Lymphoma, T-Cell, Peripheral 2 D016411 ClinicalTrials
Immunoblastic Lymphadenopathy 2 D007119 ClinicalTrials
Burkitt Lymphoma 2 D002051 ClinicalTrials
Polycythemia Vera 2 D011087 ClinicalTrials
Lymphoma, Large-Cell, Anaplastic 2 D017728 ClinicalTrials
Myeloproliferative Disorders 2 D009196 ClinicalTrials
Pemphigoid, Bullous 2 D010391 ClinicalTrials
Leukemia, Mast-Cell 2 D007946 ClinicalTrials
Neuronal Ceroid-Lipofuscinoses 2 D009472 ClinicalTrials
Histiocytosis, Langerhans-Cell 2 D006646 ClinicalTrials
Fanconi Anemia 2 D005199 ClinicalTrials
Leukemia, Myelomonocytic, Chronic 2 D015477 ClinicalTrials
Cardiomyopathies 2 D009202 ClinicalTrials
Myeloproliferative Disorders 2 D009196 ClinicalTrials
Scleroderma, Limited 2 D045745 ClinicalTrials
Bronchiolitis Obliterans Syndrome 2 D000092122 ClinicalTrials
Kidney Neoplasms 2 D007680 ClinicalTrials
Hemoglobinuria 2 D006456 ClinicalTrials
Lymphoma, Follicular 2 D008224 ClinicalTrials
Leukemia, Large Granular Lymphocytic 2 D054066 ClinicalTrials
Renal Insufficiency, Chronic 2 D051436 ClinicalTrials
Scleroderma, Diffuse 2 D045743 ClinicalTrials
Vasculitis 2 D014657 ClinicalTrials
Leukemia-Lymphoma, Adult T-Cell 2 D015459 ClinicalTrials
Granuloma, Lethal Midline 2 D006103 ClinicalTrials
Liver Diseases 2 D008107 ClinicalTrials
Sjogren's Syndrome 2 D012859 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 2 D015451 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
Primary Myelofibrosis 2 D055728 ClinicalTrials
Chemical and Drug Induced Liver Injury 2 D056486 ClinicalTrials
Neoplasms, Plasma Cell 2 D054219 ClinicalTrials
Graves Disease 2 D006111 ClinicalTrials
Crohn Disease 2 D003424 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Pemphigoid, Benign Mucous Membrane 2 D010390 ClinicalTrials
Lymphoma 2 D008223 ClinicalTrials
Hematologic Neoplasms 2 D019337 ClinicalTrials
DiGeorge Syndrome 1 D004062 ClinicalTrials
Pancreatic Neoplasms 1 D010190 ClinicalTrials
Leukemia, Lymphoid 1 D007945 ClinicalTrials
beta-Thalassemia 1 D017086 ClinicalTrials
Gliosarcoma 1 D018316 ClinicalTrials
Neoplasms, Neuroepithelial 1 D018302 ClinicalTrials
Carcinoma, Renal Cell 1 D002292 ClinicalTrials
Arthritis, Rheumatoid 1 D001172 ClinicalTrials
Lecithin Cholesterol Acyltransferase Deficiency 1 D007863 ClinicalTrials
Leukemia, Myeloid 1 D007951 ClinicalTrials
Glioblastoma 1 D005909 ClinicalTrials
Small Cell Lung Carcinoma 1 D055752 ClinicalTrials
Hypertension 1 D006973 ClinicalTrials

Related Entries

MCS

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Infections and infestations
14.39
Injury, poisoning and procedural complications
9.76
General disorders and administration site conditions
8.09
Gastrointestinal disorders
7.33
Respiratory, thoracic and mediastinal disorders
6.33
Nervous system disorders
5.79
Blood and lymphatic system disorders
5.19
Immune system disorders
5.0
Renal and urinary disorders
4.99
Vascular disorders
4.63
Skin and subcutaneous tissue disorders
4.38
Investigations
3.74
Neoplasms benign, malignant and unspecified (incl cysts and polyps)
3.25
Musculoskeletal and connective tissue disorders
2.95
Metabolism and nutrition disorders
2.78
Cardiac disorders
2.66
Hepatobiliary disorders
2.01

Cross References

Resources Reference
CAS NUMBER 128794-94-5
ChEBI 8764
ChEMBL CHEMBL1456
DrugBank DB00688
DrugCentral 1859
EPA CompTox DTXSID3023340
FDA SRS 9242ECW6R0
Human Metabolome Database HMDB14826
Guide to Pharmacology 6831
KEGG C07908
PharmGKB PA450566
PubChem 5281078
SureChEMBL SCHEMBL4195
ZINC ZINC000021297660
CONTENTS