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

CHEMBL31634

BRIVUDINE
🧪 Phase II
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
🧪 Phase II
O=c1[nH]c(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1/C=C/Br
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL31634
Name BRIVUDINE
Phase Phase II
Structure Type MOL
InChI Key ODZBBRURCPAEIQ-PIXDULNESA-N
Active Moiety CHEMBL4594370

Known Names

Brivudin Brivudina Brivudine Bromovinyldeoxyuridine Bvdu NSC-633770 RP-101 RP101 Zostex
18
Targets
241
Activities
3
Assay Types
1
PK Parameters
20
Publications
9
Known Names
3
Indications

Molecular Properties

333.1
MW (Da)
-0.46
ALogP
6
HBA
3
HBD
104.5
PSA (Ų)
0.69
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product Prodrug
USAN Stem -vudine

Extended Properties

Molecular Formula C11H13BrN2O5
MW 333.14
Aromatic Rings 1
Heavy Atoms 19
NP-Likeness 1.14

Indications

Pancreatic Neoplasms Virus Diseases Colorectal Neoplasms

ATC Classification

J05AB15
brivudine
Level 1: ANTIINFECTIVES FOR SYSTEMIC USE
Level 2: ANTIVIRALS FOR SYSTEMIC USE

Activity Summary

EC50 216 meas. best 8.52
IC50 21 meas. best 9.0
Ki 4 meas. best 7.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
HEL
CHEMBL613888
 IC50 9.0 8.65 1.0 2
HEL
CHEMBL613888
 EC50 8.52 6.4863 3.0 8
Human alphaherpesvirus 3
CHEMBL613132
 EC50 8.52 6.951 3.0 81
Human alphaherpesvirus 1
CHEMBL377
 EC50 8.15 6.6039 7.0 49
Human betaherpesvirus 5
CHEMBL371
 EC50 7.8 6.9367 16.0 3
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 7.72 5.6733 19.0 3
Human alphaherpesvirus 2
CHEMBL370
 IC50 7.12 7.12 76.0 1
Thymidine kinase, cytosolic
CHEMBL2883
 Ki 7.0 7.0 100.0 1
Unchecked
CHEMBL612545
 Ki 7.0 7.0 100.0 1
HeLa
CHEMBL399
 IC50 6.7 6.7 200.0 1
Thymidine kinase
CHEMBL1795127
 Ki 6.62 6.62 240.0 1
Thymidine kinase
CHEMBL1820
 IC50 6.52 6.52 300.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 IC50 6.46 6.34 350.0 2
Unchecked
CHEMBL612545
 IC50 5.89 5.89 1300.0 1
Human alphaherpesvirus 1
CHEMBL377
 IC50 5.85 5.085 1400.0 2
Vaccinia virus
CHEMBL613493
 EC50 5.82 5.0788 1500.0 24
L1210
CHEMBL386
 IC50 5.02 4.72 9600.0 2
ADMET
CHEMBL612558
 IC50 5.0 4.545 10000.0 2
Mus musculus
CHEMBL375
 Ki 4.64 4.64 23000.0 1
Human alphaherpesvirus 3
CHEMBL613132
 IC50 4.54 4.54 29000.0 1
Human alphaherpesvirus 2
CHEMBL370
 EC50 4.54 4.2954 29000.0 13
Felid alphaherpesvirus 1
CHEMBL612743
 EC50 4.52 4.52 30000.0 1
Thymidine kinase
CHEMBL1075062
 IC50 4.49 4.49 32300.0 1
CCRF-CEM
CHEMBL382
 IC50 4.0 4.0 100000.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 254.6 - Chlorocebus sabaeus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
HEL IC50 = 1.0 nM 9.0 The compound was tested for antiviral activity by measuring the concentration re... 10411487
Human alphaherpesvirus 3 EC50 = 3.0 nM 8.52 Evaluated for the anti-VZV activity, the concentration of compounds in uM requir... 11150169
Human alphaherpesvirus 3 EC50 = 3.0 nM 8.52 Compound was evaluated for the inhibition of VZV strains of OKA 10579812
Human alphaherpesvirus 3 EC50 = 3.0 nM 8.52 Antiviral activity against VZV OKA expressing thymidine kinase infected in HEL c... 21232828
HEL EC50 = 3.0 nM 8.52 Effective concentration required to reduce TK+ (thymidine kinase presence) VZV s... 15481985
Human alphaherpesvirus 3 EC50 = 3.0 nM 8.52 Inhibition of viral cytopathic effect in infected human foreskin fibroblast cell... 11585457
HEL EC50 = 3.0 nM 8.52 Effective concentration required to reduce TK+ (thymidine kinase presence) VZV s... 15481985
Human alphaherpesvirus 3 EC50 = 3.0 nM 8.52 Evaluated for the anti-VZV activity, the concentration of compounds in uM requir... 11150169
Human alphaherpesvirus 3 EC50 = 5.0 nM 8.3 Antiviral activity against TK+ VZV OKA in HEL cells after 5 days 18052321
HEL IC50 = 5.0 nM 8.3 The compound was tested for antiviral activity by measuring the concentration re... 10411487
Human alphaherpesvirus 3 EC50 = 5.0 nM 8.3 Antiviral activity against OKA strain of thymidine kinase positive(TK+) Varicell... 14584954
Human alphaherpesvirus 3 EC50 = 5.0 nM 8.3 Effective concentration against TK+ Varicella-Zoster Virus (VZV) OKA strain 14584954
Human alphaherpesvirus 3 EC50 = 5.0 nM 8.3 Antiviral activity against TK+ VZV YS in HEL cells after 5 days 18052321
Human alphaherpesvirus 3 EC50 = 5.0 nM 8.3 Antiviral activity against thymidine kinase expressing Varicella-Zoster virus OK... 27750154
Human alphaherpesvirus 3 EC50 = 6.0 nM 8.22 Antiviral activity against thymidine kinase positive VZV YS infected in HEL cell... 22858222
Human alphaherpesvirus 3 EC50 = 6.0 nM 8.22 Compound was evaluated for the inhibition of VZV strains of YS 10579812
Human alphaherpesvirus 3 EC50 = 6.6 nM 8.18 Antiviral activity against thymidine kinase deficient Varicella zoster virus inf... 31586832
Human alphaherpesvirus 1 EC50 = 7.0 nM 8.15 Antiviral activity against Herpes simplex virus 1 KOS infected in HEL cells asse... 27639368
Human alphaherpesvirus 3 EC50 = 7.5 nM 8.12 Antiviral activity against thymidine kinase-positive Varicella-zoster virus YS i... 22578783
Human alphaherpesvirus 3 EC50 = 8.0 nM 8.1 Antiviral activity against YS strain of thymidine kinase positive(TK+) Varicella... 14584954

Literature References

PubMed DOI Target Context # Activities
3005566 10.1021/jm00152a008 E6SM 40
8388474 10.1021/jm00057a003 Mus musculus 18
4067994 10.1021/jm00149a024 Mus musculus 13
2329561 10.1021/jm00167a019 Mus musculus 12
- 10.1016/0960-894X(95)00278-2 HEL 11
1652017 10.1021/jm00112a011 E6SM 11
7877148 10.1021/jm00005a010 E6SM 11
2547072 10.1021/jm00128a029 Oryctolagus cuniculus 11
2391680 10.1021/jm00171a009 ADMET 10
1324318 10.1021/jm00095a019 ADMET 10
9135038 10.1021/jm960770e E6SM 10
16000005 10.1021/jm050291s HEL 10
14584954 10.1021/jm030241s Human alphaherpesvirus 3 10
2061920 10.1021/jm00110a003 HEL 9
2061920 10.1021/jm00110a003 E6SM 9
10411487 10.1021/jm991017z HEL 8
6300403 10.1021/jm00358a029 Oryctolagus cuniculus 8
11472207 10.1021/jm0108404 E6SM 7
1652017 10.1021/jm00112a011 HEL 7
7877148 10.1021/jm00005a010 HEL 7

Data from ChEMBL 36 via Core Engine