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Compound Detail

CHEMBL146673

(NORTH)-METHANOCARBATHYMIDINE
Phase I
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Phase I
Cc1cn([C@H]2C[C@H](O)[C@]3(CO)C[C@H]23)c(=O)[nH]c1=O
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL146673
Name (NORTH)-METHANOCARBATHYMIDINE
Phase Phase I
Structure Type MOL
InChI Key NOWRLNPOENZFHP-ARHDFHRDSA-N

Known Names

(north)-methanocarbathymidine N-mct N-methanocarbathymidine North-methanocarbathymidine
8
Targets
15
Activities
3
Assay Types
0
PK Parameters
12
Publications
4
Known Names

Molecular Properties

252.3
MW (Da)
-0.85
ALogP
5
HBA
3
HBD
95.3
PSA (Ų)
0.64
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Chirality Single Enantiomer

Extended Properties

Molecular Formula C12H16N2O4
MW 252.27
Aromatic Rings 1
Heavy Atoms 18
NP-Likeness 1.20

Activity Summary

EC50 8 meas. best 7.4
IC50 5 meas. best 7.7
Ki 2 meas. best 4.79

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Human alphaherpesvirus 1
CHEMBL377
 IC50 7.7 7.31 20.0 2
Homo sapiens
CHEMBL372
 EC50 7.4 6.7775 40.0 4
HFF
CHEMBL614071
 EC50 7.4 6.865 40.0 2
Human alphaherpesvirus 1
CHEMBL377
 EC50 6.92 6.92 120.0 1
Human alphaherpesvirus 2
CHEMBL370
 IC50 6.6 6.6 250.0 1
Human alphaherpesvirus 2
CHEMBL370
 EC50 6.46 6.46 350.0 1
Vaccinia virus
CHEMBL613493
 IC50 6.26 6.26 550.0 1
Cowpox virus
CHEMBL612672
 IC50 5.82 5.82 1500.0 1
Thymidine kinase, cytosolic
CHEMBL2883
 Ki 4.79 4.79 16100.0 1
Unchecked
CHEMBL612545
 Ki 4.79 4.79 16100.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Human alphaherpesvirus 1 IC50 = 20.0 nM 7.7 Antiviral activity against HSV-1 by plaque reduction neutralization test 34825182
Homo sapiens EC50 = 40.0 nM 7.4 Inhibitory concentration required to reduce HSV-1 induced virus plaque reduction... 14584954
HFF EC50 = 40.0 nM 7.4 Inhibitory concentration for HSV-1 plaque reduction (VPR) by 50% in HFF cells 14584954
Homo sapiens EC50 = 120.0 nM 6.92 Inhibitory concentration required to reduce HSV-1 induced cytopathogenic effect ... 14584954
Human alphaherpesvirus 1 EC50 = 120.0 nM 6.92 Inhibitory concentration required to reduce HSV-1 induced cytopathogenic effect ... 14584954
Human alphaherpesvirus 1 IC50 = 120.0 nM 6.92 Antiviral activity against Herpes simplex virus 1 19112024
Human alphaherpesvirus 2 IC50 = 250.0 nM 6.6 Antiviral activity against HSV-2 by plaque reduction neutralization test 34825182
Homo sapiens EC50 = 350.0 nM 6.46 Inhibitory concentration required to reduce HSV-2 induced cytopathogenic effect ... 14584954
Human alphaherpesvirus 2 EC50 = 350.0 nM 6.46 Inhibitory concentration required to reduce HSV-2 induced cytopathogenic effect ... 14584954
Homo sapiens EC50 = 470.0 nM 6.33 Inhibitory concentration required to reduce HSV-2 induced virus plaque reduction... 14584954
HFF EC50 = 470.0 nM 6.33 Inhibitory concentration for HSV-2 plaque reduction (VPR) by 50% in HFF cells 14584954
Vaccinia virus IC50 = 550.0 nM 6.26 Antiviral activity against Vaccinia virus Copenhagen infected in HFF cells measu... 36961984
Cowpox virus IC50 = 1500.0 nM 5.82 Antiviral activity against Cowpox virus Brighton infected in Vero cells measured... 36961984
Unchecked Ki = 16100.0 nM 4.79 Inhibition constant against HSV-1 TK 14584954
Thymidine kinase, cytosolic Ki = 16100.0 nM 4.79 Binding affinity constant against HSV-1 thymidine kinase 14584954

Literature References

PubMed DOI Target Context # Activities
14584954 10.1021/jm030241s HFF 10
14584954 10.1021/jm030241s Homo sapiens 6
14584954 10.1021/jm030241s Unchecked 5
14584954 10.1021/jm030241s Thymidine kinase, cytosolic 2
14584954 10.1021/jm030241s ADMET 1
14584954 10.1021/jm030241s Human alphaherpesvirus 1 1
14584954 10.1021/jm030241s Human alphaherpesvirus 2 1
19112024 10.1016/j.bmc.2008.11.075 Human alphaherpesvirus 1 1
34825182 10.1039/D1MD00167A Human alphaherpesvirus 1 1
34825182 10.1039/D1MD00167A Human alphaherpesvirus 2 1
36961984 10.1021/acs.jmedchem.3c00069 Vaccinia virus 1
36961984 10.1021/acs.jmedchem.3c00069 Cowpox virus 1

Data from ChEMBL 36 via Core Engine