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Compound Detail

CHEMBL52609

DOXRIBTIMINE
🧪 Phase II
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🧪 Phase II
Cc1cn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL52609
Name DOXRIBTIMINE
Phase Phase II
Structure Type MOL
InChI Key IQFYYKKMVGJFEH-XLPZGREQSA-N

Known Names

2'-deoxythymidine 2'deoxythymidine Deoxyribothymidine Doxribtimine Doxribtimine component of mt-1621 2'-deoxythymidine MT1621 (dT) NSC-21548 Thymidine Thymidinedeoxyriboside Thymine-2-desoxyriboside Zidovudine related compound d Zidovudine related compound d rs
11
Targets
28
Activities
4
Assay Types
0
PK Parameters
20
Publications
12
Known Names
3
Indications

Molecular Properties

242.2
MW (Da)
-1.51
ALogP
6
HBA
3
HBD
104.5
PSA (Ų)
0.58
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Flags

Natural Product
USAN Year 2022

Extended Properties

Molecular Formula C10H14N2O5
MW 242.23
Aromatic Rings 1
Heavy Atoms 17
NP-Likeness 1.04

Indications

Fallopian Tube Neoplasms Ovarian Neoplasms Peritoneal Neoplasms

Activity Summary

Ki 15 meas. best 6.7
IC50 8 meas. best 9.52
EC50 4 meas. best 6.52
Kd 1 meas. best 2.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Vero
CHEMBL391
 IC50 9.52 9.46 0.3 2
Thymidine kinase, cytosolic
CHEMBL2883
 IC50 7.8 7.0433 16.0 3
Thymidine kinase, cytosolic
CHEMBL2883
 Ki 6.7 6.2 200.0 2
Unchecked
CHEMBL612545
 Ki 6.7 6.125 200.0 2
Hepatitis B virus
CHEMBL613497
 EC50 6.52 6.52 300.0 1
Thymidine kinase
CHEMBL1820
 IC50 6.0 6.0 1000.0 1
Human immunodeficiency virus 1
CHEMBL378
 EC50 5.46 5.425 3470.0 2
Thymidine kinase
CHEMBL1075062
 IC50 5.39 5.39 4100.0 1
Human adenovirus 2
CHEMBL613715
 EC50 4.66 4.66 22000.0 1
Thymidylate kinase
CHEMBL2361
 Ki 4.57 4.57 27000.0 6
Mus musculus
CHEMBL375
 Ki 4.1 4.1 80000.0 1
ATPase family AAA domain-containing protein 2
CHEMBL2150837
 Kd 2.0 2.0 10000000.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Vero IC50 = 0.3 nM 9.52 Anti-Herpes simplex virus type-1 activity in vero cells using plaque inhibition ... 10464017
Vero IC50 = 0.4 nM 9.4 Anti-Herpes simplex virus type-1 activity in vero cells using plaque inhibition ... 10464017
Thymidine kinase, cytosolic IC50 = 16.0 nM 7.8 Inhibitory activity (50 uM) against HSV-1 Thymidine kinase in OST-TK-/HSV-1 TK+ ... 12213066
Thymidine kinase, cytosolic IC50 = 26.0 nM 7.58 Inhibitory activity (50 uM) against HSV-1 Thymidine kinase in OST-TK-/HSV-1 TK+ ... 12213066
Thymidine kinase, cytosolic Ki = 200.0 nM 6.7 Binding affinity constant against HSV-1 thymidine kinase 14584954
Unchecked Ki = 200.0 nM 6.7 Inhibition constant against HSV-1 TK 14584954
Hepatitis B virus EC50 = 300.0 nM 6.52 Antiviral activity against HBV in HepG2.2.15 cells assessed as decrease in extra... 17404006
Thymidine kinase IC50 = 1000.0 nM 6.0 Binding affinity towards HSV-1 thymidine kinase 8941385
Thymidine kinase, cytosolic IC50 = 1800.0 nM 5.75 Inhibitory concentration against HSV-1 TK (WT) catalyzed [3H]-GCV phosphorylatio... 12213066
Thymidine kinase, cytosolic Ki = 2000.0 nM 5.7 Inhibition of HSV-1 thymidine kinase 1331461
Unchecked Ki = 2800.0 nM 5.55 Inhibition of Herpesvirus 1 pyrimidine 2'-deoxyribonucleoside kinase by double r... 229223
Human immunodeficiency virus 1 EC50 = 3470.0 nM 5.46 Antiviral activity against HIV2 ROD infected in human CEM/0 cells assessed as in... 32515595
Thymidine kinase IC50 = 4100.0 nM 5.39 Inhibition of Herpes B virus recombinant thymidine kinase-mediated [3H]TdR phosp... 17438061
Human immunodeficiency virus 1 EC50 = 4110.0 nM 5.39 Antiviral activity against HIV1 3B infected in human CEM/0 cells assessed as inh... 32515595
Human adenovirus 2 EC50 = 22000.0 nM 4.66 Antiviral activity against Human adenovirus 2 infected in human HEL cells assess... 30286952
Thymidylate kinase Ki = 27000.0 nM 4.57 Inhibitory activity against thymidine monophosphate kinase (TMPK) in Mycobacteri... 12941330
Thymidylate kinase Ki = 27000.0 nM 4.57 In Vitro inhibition of Thymidine Monophosphatase Kinase of Mycobacterium tubercu... 12930144
Thymidylate kinase Ki = 27000.0 nM 4.57 Binding affinity towards mycobacterium tuberculosis thymidine monophosphate kina... 15801836
Thymidylate kinase Ki = 27000.0 nM 4.57 Inhibition of Mycobacterium tuberculosis TMPK by coupled spectrophotometric assa... 15566289
Thymidylate kinase Ki = 27000.0 nM 4.57 Inhibition of Mycobacterium tuberculosis recombinant TMPK 18467107

Literature References

PubMed DOI Target Context # Activities
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
17438061 10.1128/aac.01284-06 Thymidine kinase 11
18272369 10.1016/j.bmc.2008.01.038 Thymidine phosphorylase 8
3497272 10.1021/jm00391a003 MT4 6
3701790 10.1021/jm00155a033 LM 5
- 10.1016/0960-894X(95)00050-4 Unchecked 5
6302254 10.1021/jm00359a008 PRK 5
17526755 10.1128/aac.00081-07 Thymidine kinase 5
2840503 10.1021/jm00403a026 HL-60 4
1331461 10.1021/jm00100a029 Thymidine kinase, cytosolic 4
12213066 10.1021/jm011128+ Thymidine kinase, cytosolic 4
15615522 10.1021/jm040144e CCRF-CEM 4
11606136 10.1021/jm010216r Thymidine kinase, cytosolic 4
15658853 10.1021/jm049494r Thymidine phosphorylase 4
20378362 10.1016/j.bmc.2010.03.023 Thymidine kinase, cytosolic 3
2822932 10.1021/jm00394a039 Thymidine kinase, cytosolic 3
17325220 10.1128/aac.01447-06 Thymidine kinase 3
12190323 10.1021/jm020047q Thymidine kinase, cytosolic 3
6502604 10.1021/jm00378a036 LM 3
3701790 10.1021/jm00155a033 L929 3

Data from ChEMBL 36 via Core Engine