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Compound Detail

CHEMBL666

FOSCARNET
💊 Approved Drug
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💊 Approved Drug
O=C(O)P(=O)(O)O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL666
Name FOSCARNET
Phase Approved
Structure Type MOL
InChI Key ZJAOAACCNHFJAH-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Dihydroxyphosphinecarboxylic acid oxide Foscarnet J05AD01
12
Targets
89
Activities
4
Assay Types
10
PK Parameters
20
Publications
3
Known Names
3
Indications

Molecular Properties

126.0
MW (Da)
-0.16
ALogP
2
HBA
3
HBD
94.8
PSA (Ų)
0.42
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1991
Availability Prescription
Chirality Achiral

Routes of Administration

Parenteral

Flags

Black Box Warning Natural Product
USAN Stem fos-
USAN Year 1985

Extended Properties

Molecular Formula CH3O5P
MW 126.00
Aromatic Rings 0
Heavy Atoms 7
NP-Likeness 0.92

Indications

Virus Diseases Cytomegalovirus Infections Cytomegalovirus Retinitis

ATC Classification

J05AD01
foscarnet
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIVIRALS FOR SYSTEMIC USE

Activity Summary

IC50 43 meas. best 6.1
EC50 40 meas. best 4.96
Ki 4 meas.
Kd 2 meas. best 6.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 Kd 6.4 5.63 400.0 2
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
 IC50 6.1 5.3571 800.0 7
Unchecked
CHEMBL612545
 IC50 5.89 5.5783 1300.0 6
DNA polymerase catalytic subunit
CHEMBL3414
 IC50 5.6 5.6 2500.0 2
Human betaherpesvirus 5
CHEMBL371
 IC50 5.16 4.3923 7000.0 13
Human betaherpesvirus 5
CHEMBL371
 EC50 4.96 4.583 11000.0 10
HFF
CHEMBL614071
 IC50 4.41 4.205 39000.0 2
Mus musculus
CHEMBL375
 EC50 4.37 4.37 42800.0 1
Human immunodeficiency virus 1
CHEMBL378
 EC50 4.36 4.36 44000.0 1
Human alphaherpesvirus 1
CHEMBL377
 IC50 4.34 4.265 46000.0 2
HEL
CHEMBL613888
 EC50 4.28 4.245 53000.0 2
HeLa
CHEMBL399
 EC50 4.19 4.19 65000.0 1
Human alphaherpesvirus 2
CHEMBL370
 EC50 4.12 4.0525 76000.0 4
MT4
CHEMBL388
 EC50 4.06 4.06 87000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 2.1 mL.min-1.kg-1 Homo sapiens
CL 2.1 mL.min-1.kg-1 Homo sapiens
CL 0.4 mL.min-1.kg-1 Homo sapiens
CL 2.1 mL.min-1.kg-1 Homo sapiens
F 17.0 % Homo sapiens
Fu 0.85 - Homo sapiens
Fu 0.85 - Homo sapiens
KA 12.0 uM Homo sapiens
MRT 4.0 hr Homo sapiens
T1/2 4.7 hr Homo sapiens

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human immunodeficiency virus type 1 reverse transcriptase Kd = 400.0 nM 6.4 Binding affinity to HIV1 reverse transcriptase p66/p51-polypurine tract primer c... 17145704
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 800.0 nM 6.1 Inhibition of wild type HIV1 reverse transcriptase M184V mutant assessed as inhi... 25144111
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 800.0 nM 6.1 Inhibition of HIV1 reverse transcriptase p66/p51 polymerase using PPT57 DNA/Cy5-... 29478802
Unchecked IC50 = 1300.0 nM 5.89 Inhibition of HIV1 reverse transcriptase 17574419
DNA polymerase catalytic subunit IC50 = 2500.0 nM 5.6 Inhibition of HCMV DNA polymerase by scintillation proximity assay 17434304
DNA polymerase catalytic subunit IC50 = 2500.0 nM 5.6 Inhibition of human cytomegalovirus DNA polymerase (95 uL) activity in a solutio... 16134946
Unchecked IC50 = 2500.0 nM 5.6 Inhibition of human cytomegalovirus DNA polymerase 17513108
Unchecked IC50 = 2500.0 nM 5.6 Inhibition of HCMV DNA polymerase by scintillation proximity assay 18595689
Unchecked IC50 = 2500.0 nM 5.6 Inhibition of HCMV recombinant DNA polymerase expressed in baculovirus infected ... 20167488
Unchecked IC50 = 2500.0 nM 5.6 Inhibition of HCMV DNA polymerase infected in HFF cells 20403696
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 2500.0 nM 5.6 Inhibition of wild type HIV1 reverse transcriptase assessed as inhibition of DNA... 25144111
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 2800.0 nM 5.55 Inhibition of wild type HIV1 reverse transcriptase K65R mutant assessed as inhib... 25144111
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 5200.0 nM 5.28 Inhibition of wild type HIV1 reverse transcriptase E89T mutant assessed as inhib... 25144111
Unchecked IC50 = 6540.0 nM 5.18 Inhibition of DHBV DNA polymerase derived from infected duckling liver assessed ... 29459146
Human betaherpesvirus 5 IC50 = 7000.0 nM 5.16 Antiviral activity against Human cytomegalovirus 19112024
Human betaherpesvirus 5 EC50 = 11000.0 nM 4.96 Antiviral activity against cidofovir HCMV AD169 clone 5 infected in human HEL ce... 19226140
Human betaherpesvirus 5 EC50 = 11000.0 nM 4.96 Antiviral activity against wild type HCMV Davis infected in HEL cells assessed a... 19226140
Human betaherpesvirus 5 EC50 = 13000.0 nM 4.89 Antiviral activity against wild type HCMV AD169 infected in HEL cells assessed a... 19226140
Human betaherpesvirus 5 EC50 = 13000.0 nM 4.89 Antiviral activity against HPMPA-resistant HCMV AD169 clone 2 mutant infected in... 19226140
Human immunodeficiency virus type 1 reverse transcriptase Kd = 13900.0 nM 4.86 Binding affinity to HIV1 reverse transcriptase p66/p51-polypurine tract primer c... 17145704

Literature References

PubMed DOI Target Context # Activities
- 10.6019/CHEMBL3885881 Rattus norvegicus 228
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
20733037 10.1128/aac.00669-10 Human alphaherpesvirus 2 14
15916444 10.1021/jm049059x Mus musculus 13
17043128 10.1128/aac.00633-06 Human betaherpesvirus 5 13
17709468 10.1128/aac.00736-07 Human betaherpesvirus 5 12
20733037 10.1128/aac.00669-10 Human alphaherpesvirus 1 11
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
17145704 10.1074/jbc.m607710200 Human immunodeficiency virus type 1 reverse transcriptase 9
20070106 10.1021/jm901371v Homo sapiens 8
19226140 10.1021/jm8014662 Human betaherpesvirus 5 8
18707089 10.1021/jm800050t Human betaherpesvirus 5 8
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
2842506 10.1021/jm00117a026 Human alphaherpesvirus 1 8
25144111 10.1021/jm501010f Human immunodeficiency virus type 1 reverse transcriptase 7
19010684 10.1016/j.bmc.2008.10.081 Human alphaherpesvirus 1 6
15658873 10.1021/jm049711o ADMET 5
19770274 10.1128/aac.00417-09 Human alphaherpesvirus 2 4
18426954 10.1124/dmd.108.020479 ADMET 4

Data from ChEMBL 36 via Core Engine