Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL1090

VIDARABINE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL1090
Name VIDARABINE
Phase Approved
Structure Type MOL
InChI Key OIRDTQYFTABQOQ-UHTZMRCNSA-N
Therapeutic ✓ Yes

Known Names

ARA-A Arabinosyladenine Arasena-a CI 673 CI-673 NSC-247519 NSC-404241 NSC-757383 Vidarabina Vidarabine Vidarabine anhydrous Vidarabine monohydrate +2 more
14
Targets
51
Activities
3
Assay Types
15
PK Parameters
20
Publications
14
Known Names
3
Indications
1
Mechanisms

Molecular Properties

267.2
MW (Da)
-1.98
ALogP
9
HBA
4
HBD
139.5
PSA (Ų)
0.49
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1976
Availability Discontinued
Chirality Single Enantiomer

Routes of Administration

Parenteral Topical

Flags

Natural Product
USAN Stem -arabine
USAN Year 1974

Extended Properties

Molecular Formula C10H13N5O4
MW 267.25
Aromatic Rings 2
Heavy Atoms 19
NP-Likeness 1.31

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Human herpesvirus 1 DNA polymerase inhibitor INHIBITOR DNA polymerase catalytic subunit ✓ ✓

Indications

Eye Infections Virus Diseases Herpes Simplex

ATC Classification

J05AB03
vidarabine
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIVIRALS FOR SYSTEMIC USE
S01AD06
vidarabine
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

EC50 39 meas. best 6.0
IC50 11 meas. best 7.21
Ki 1 meas. best 4.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Dipeptidyl peptidase 4
CHEMBL284
 IC50 7.21 7.21 62.0 1
Vaccinia virus
CHEMBL613493
 EC50 6.0 5.3225 1000.0 4
Cowpox virus
CHEMBL612672
 EC50 5.85 5.375 1400.0 2
Vaccinia virus
CHEMBL613493
 IC50 5.7 5.7 2000.0 1
Trichomonas vaginalis
CHEMBL612884
 IC50 5.44 5.44 3600.0 1
Human alphaherpesvirus 1
CHEMBL377
 EC50 5.16 4.645 7000.0 4
Unchecked
CHEMBL612545
 IC50 4.92 4.765 11900.0 2
MOLT-4
CHEMBL614177
 IC50 4.92 4.92 11900.0 1
L1210
CHEMBL386
 IC50 4.85 4.85 14200.0 2
CCRF-CEM
CHEMBL382
 IC50 4.61 4.61 24800.0 1
Macacine alphaherpesvirus 1
CHEMBL3301403
 EC50 4.58 4.5604 26500.0 28
Human alphaherpesvirus 2
CHEMBL370
 EC50 4.58 4.58 26500.0 1
Adenosylhomocysteinase
CHEMBL2389
 Ki 4.52 4.52 30000.0 1
RNA-directed RNA polymerase
CHEMBL4296320
 IC50 4.3 4.3 50000.0 1
Adenylate cyclase type 5
CHEMBL2880
 IC50 4.09 4.09 82000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 3950.0 ng.hr.mL-1 -
AUC 6840.0 ng.hr.mL-1 -
AUC 350.0 ng.hr.mL-1 -
AUC 1150.0 ng.hr.mL-1 -
AUC 1550.0 ng.hr.mL-1 -
T1/2 0.04 hr Mus musculus
T1/2 2.24 hr Mus musculus
T1/2 0.07 hr -
T1/2 0.89 hr -
T1/2 1.47 hr -
T1/2 0.45 hr -
T1/2 5.03 hr -
T1/2 0.05 hr Rattus norvegicus
T1/2 0.25 hr Rattus norvegicus
T1/2 0.43 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Dipeptidyl peptidase 4 IC50 = 62.0 nM 7.21 Inhibition of human DPP4 from human Caco-2 cells 20000418
Vaccinia virus EC50 = 1000.0 nM 6.0 Antiviral activity against Vaccinia virus infected in HFF by plaque assay in pre... 19097789
Cowpox virus EC50 = 1400.0 nM 5.85 Antiviral activity against Cowpox virus infected in HFF by plaque assay in prese... 19097789
Vaccinia virus IC50 = 2000.0 nM 5.7 Antiviral activity against Vaccinia virus Copenhagen infected in HFF cells asses... 21641218
Trichomonas vaginalis IC50 = 3600.0 nM 5.44 Growth inhibition of Trichomonas vaginalis T1 after 24 hrs by hemocytometry 22579483
Vaccinia virus EC50 = 6200.0 nM 5.21 Antiviral activity against Vaccinia virus infected in human foreskin fibroblasts... 19097789
Human alphaherpesvirus 1 EC50 = 7000.0 nM 5.16 Antiviral activity against Herpes simplex virus 1 F infected in african green mo... 17438061
Vaccinia virus EC50 = 8300.0 nM 5.08 Antiviral activity against Vaccinia virus Lederle infected in HEL cells assessed... 20000418
Vaccinia virus EC50 = 10000.0 nM 5.0 Antiviral activity against Vaccinia virus Lederle infected in HEL cells assessed... 20000418
Unchecked IC50 = 11900.0 nM 4.92 Compound was evaluated for its antiproliferative activity on human T-lymphocyte ... -
MOLT-4 IC50 = 11900.0 nM 4.92 Antitumor activity was evaluated against Molt4/C8 cell line 9871764
Cowpox virus EC50 = 12600.0 nM 4.9 Antiviral activity against Cowpox virus infected in human foreskin fibroblasts b... 19097789
L1210 IC50 = 14200.0 nM 4.85 Antitumor activity was evaluated against L1210 cell line 9871764
L1210 IC50 = 14200.0 nM 4.85 Tested for its antiproliferative activity on murine leukemia L1210 cells -
Unchecked IC50 = 24800.0 nM 4.61 Compound was evaluated for its antiproliferative activity on human T-lymphocyte ... -
CCRF-CEM IC50 = 24800.0 nM 4.61 Antitumor activity was evaluated against CEM cell line 9871764
Macacine alphaherpesvirus 1 EC50 = 26500.0 nM 4.58 Antiviral activity against Macacine herpesvirus 1 isolate MJ1 infected in africa... 19858259
Macacine alphaherpesvirus 1 EC50 = 26500.0 nM 4.58 Antiviral activity against Macacine herpesvirus 1 isolate MJ2 infected in africa... 19858259
Macacine alphaherpesvirus 1 EC50 = 26500.0 nM 4.58 Antiviral activity against Macacine herpesvirus 1 isolate MC1 infected in africa... 19858259
Macacine alphaherpesvirus 1 EC50 = 26500.0 nM 4.58 Antiviral activity against Macacine herpesvirus 1 isolate MC2 infected in africa... 19858259

Literature References

PubMed DOI Target Context # Activities
19858259 10.1128/aac.01435-08 Macacine alphaherpesvirus 1 26
3001308 10.1021/jm00151a013 Vero 18
8978848 10.1021/jm960339p ADMET 12
2459384 10.1021/jm00118a006 Oryctolagus cuniculus 11
15646539 10.1016/s0399-8320(04)95062-2 Unchecked 11
2822928 10.1021/jm00394a017 Homo sapiens 9
3950905 10.1021/jm00152a007 Mus musculus 9
6267280 10.1021/jm00136a007 PRK 9
3950905 10.1021/jm00152a007 ADMET 9
15646539 10.1016/s0399-8320(04)95062-2 NON-PROTEIN TARGET 8
2329551 10.1021/jm00167a002 Human alphaherpesvirus 2 7
722731 10.1021/jm00210a009 Human alphaherpesvirus 1 7
3035178 10.1021/jm00389a019 Human alphaherpesvirus 1 7
3411597 10.1021/jm00117a004 Human alphaherpesvirus 1 6
3950905 10.1021/jm00152a007 Vero 6
2544721 10.1021/jm00127a007 Vaccinia virus 6
7097716 10.1021/jm00348a004 Mus musculus 6
3862866 10.1021/jm00148a018 Erythroleukemia cell line 6
3035178 10.1021/jm00389a019 Unchecked 5
2329551 10.1021/jm00167a002 Human alphaherpesvirus 1 5

Data from ChEMBL 36 via Core Engine