TENOFOVIR DISOPROXIL FUMARATE

Search structure
Trade Names:
Synonyms:
Status: Approved (2001)
Entry Type: Small molecule
Molecule Category: Parent Prodrug
UNII: OTT9J7900I

Structure
InChI Key VCMJCVGFSROFHV-WZGZYPNHSA-N
Smile CC(C)OC(=O)OCOP(=O)(CO[C@H](C)Cn1cnc2c(N)ncnc21)OCOC(=O)OC(C)C.O=C(O)/C=C/C(=O)O
InChI
InChI=1S/C19H30N5O10P.C4H4O4/c1-12(2)33-18(25)28-9-31-35(27,32-10-29-19(26)34-13(3)4)11-30-14(5)6-24-8-23-15-16(20)21-7-22-17(15)24;5-3(6)1-2-4(7)8/h7-8,12-14H,6,9-11H2,1-5H3,(H2,20,21,22);1-2H,(H,5,6)(H,7,8)/b;2-1+/t14-;/m1./s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C23H34N5O14P
Molecular Weight 635.52
AlogP 3.04
Hydrogen Bond Acceptor 15.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 13.0
Polar Surface Area 185.44
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 35.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Human immunodeficiency virus type 1 reverse transcriptase inhibitor DailyMed

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Hepatitis B, Chronic 4 D019694 ClinicalTrials
Infections 4 D007239 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Acquired Immunodeficiency Syndrome 3 D000163 ClinicalTrials
Communicable Diseases 2 D003141 ClinicalTrials
Liver Cirrhosis, Biliary 2 D008105 ClinicalTrials
Hepatitis D 2 D003699 ClinicalTrials
Lipodystrophy 2 D008060 ClinicalTrials
Lymphoma 1 D008223 ClinicalTrials
Tuberculosis 1 D014376 ClinicalTrials
Hepatitis, Chronic 1 D006521 ClinicalTrials
Insulin Resistance 1 D007333 ClinicalTrials
Hepatitis C 1 D006526 ClinicalTrials

Related Entries

MCS

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Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
10.3
Renal and urinary disorders
9.12
Investigations
8.36
Injury, poisoning and procedural complications
8.3
Metabolism and nutrition disorders
6.86
Musculoskeletal and connective tissue disorders
6.25
Pregnancy, puerperium and perinatal conditions
6.15
Gastrointestinal disorders
5.45
Hepatobiliary disorders
4.98
Nervous system disorders
4.39
Infections and infestations
4.26
Psychiatric disorders
4.01
Skin and subcutaneous tissue disorders
2.89
Vascular disorders
2.82
Neoplasms benign, malignant and unspecified (incl cysts and polyps)
2.62

Cross References

Resources Reference
ChEBI 63718
ChEMBL CHEMBL1486
FDA SRS OTT9J7900I
PubChem 6398764
SureChEMBL SCHEMBL40021
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