TENOFOVIR ALAFENAMIDE

Search structure
Synonyms:
Status: Approved (2015)
Entry Type: Small molecule
Molecule Category: UNKNOWN Prodrug
ATC: J05AF13
UNII: EL9943AG5J

Structure
InChI Key LDEKQSIMHVQZJK-CAQYMETFSA-N
Smile CC(C)OC(=O)[C@H](C)N[P@](=O)(CO[C@H](C)Cn1cnc2c(N)ncnc21)Oc1ccccc1
InChI
InChI=1S/C21H29N6O5P/c1-14(2)31-21(28)16(4)26-33(29,32-17-8-6-5-7-9-17)13-30-15(3)10-27-12-25-18-19(22)23-11-24-20(18)27/h5-9,11-12,14-16H,10,13H2,1-4H3,(H,26,29)(H2,22,23,24)/t15-,16+,33+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H29N6O5P
Molecular Weight 476.47
AlogP 2.97
Hydrogen Bond Acceptor 10.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 11.0
Polar Surface Area 143.48
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 33.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Human immunodeficiency virus type 1 reverse transcriptase inhibitor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Epigenetic regulator Eraser Histone deacetylase HDAC class IIb
- - - - 1.74-16.75

Indications

Mesh Heading Maximum Phase Mesh ID Reference
HIV Infections 3 D015658 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Acquired Immunodeficiency Syndrome 3 D000163 ClinicalTrials
HIV Infections 3 D015658 ClinicalTrials
Hepatitis B, Chronic 3 D019694 ClinicalTrials
Hepatitis B, Chronic 3 D019694 ClinicalTrials
Weight Gain 2 D015430 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 2 D015451 ClinicalTrials
Hepatitis D 2 D003699 ClinicalTrials
Amyotrophic Lateral Sclerosis 1 D000690 ClinicalTrials
Insulin Resistance 1 D007333 ClinicalTrials

Related Entries

Scaffolds

Cross References

Resources Reference
CAS NUMBER 379270-37-8
ChEBI 90926
ChEMBL CHEMBL2107825
DrugBank DB09299
DrugCentral 4944
FDA SRS EL9943AG5J
PubChem 9574767
SureChEMBL SCHEMBL3107149
ZINC ZINC000100055899
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