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Compound Detail

CHEMBL5205032

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CCC(CC)OC(=O)[C@H](C)N[P@](=O)(OC[C@H]1O[C@@](C#N)(c2ccc3c(N)ncnn23)[C@H](O)[C@@H]1O)Oc1ccccc1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5205032
Phase Preclinical
Structure Type MOL
InChI Key QHEKHVFPDPTSKM-PZPGFRDGSA-N
7
Targets
18
Activities
1
Assay Types
12
PK Parameters
8
Publications
0
Known Names

Molecular Properties

588.6
MW (Da)
2.06
ALogP
13
HBA
4
HBD
203.6
PSA (Ų)
0.18
QED
2
Ro5 Violations
12
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C26H33N6O8P
MW 588.56
Aromatic Rings 3
Heavy Atoms 41
NP-Likeness 0.14

Activity Summary

EC50 18 meas. best 9.0

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
SARS-CoV-2
CHEMBL4303835
 EC50 9.0 7.2188 1.0 8
Marburgvirus
CHEMBL4296577
 EC50 7.85 7.85 14.0 1
Nipah virus
CHEMBL615055
 EC50 7.5 7.34 32.0 2
Measles morbillivirus
CHEMBL613738
 EC50 7.43 7.325 37.0 2
Middle East respiratory syndrome-related coronavirus
CHEMBL4296578
 EC50 7.16 7.145 69.0 2
SARS-CoV
CHEMBL4303836
 EC50 7.16 7.16 69.0 1
Ebolavirus
CHEMBL4434621
 EC50 7.07 6.96 86.0 2

Pharmacokinetic Data

Parameter Value Units Species
AUC 4119.92 ng.hr.mL-1 Mustela putorius furo
AUC 10711.79 ng.hr.mL-1 Mustela putorius furo
AUC 2942.8 ng.hr.mL-1 Homo sapiens
AUC 4414.2 ng.hr.mL-1 Homo sapiens
CL 43.33 mL.min-1.kg-1 Mustela putorius furo
CL 14.33 mL.min-1.kg-1 Homo sapiens
T1/2 0.1833 hr Mustela putorius furo
T1/2 0.3833 hr Macaca mulatta
T1/2 1.0 hr Homo sapiens
T1/2 14.0 hr Homo sapiens
T1/2 14.0 hr Homo sapiens
T1/2 0.08333 hr Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
SARS-CoV-2 EC50 = 1.0 nM 9.0 Antiviral activity against SARS-CoV-2 infected in human Caco-2 cells assessed as... 35291757
SARS-CoV-2 EC50 = 10.0 nM 8.0 Antiviral activity against SARS-CoV-2 infected in HAE cells assessed as reductio... 35291757
Marburgvirus EC50 = 14.0 nM 7.85 Antiviral activity against MARV Rec. Bat371-GFP infected in human Huh-7 cells as... 35291757
Nipah virus EC50 = 32.0 nM 7.5 Antiviral activity against Nipah B2004 infected in human NCI-H358 cells assessed... 35291757
Measles morbillivirus EC50 = 37.0 nM 7.43 Antiviral activity against Measles Rec.rMVEZGFP(3) infected in human HeLa cells ... 35291757
SARS-CoV-2 EC50 = 48.0 nM 7.32 Antiviral activity against SARS-CoV-2 infected in HAEC cells assessed as reducti... 35291757
Measles morbillivirus EC50 = 60.0 nM 7.22 Antiviral activity against Measles virus infected in HMVEC cells assessed as red... 35291757
Nipah virus EC50 = 66.0 nM 7.18 Antiviral activity against Nipah M1999 infected in human HeLa cells assessed as ... 35291757
Middle East respiratory syndrome-related coronavirus EC50 = 69.0 nM 7.16 Antiviral activity against MERS-CoV infected in human Calu-3 2B4 cells assessed ... 35291757
SARS-CoV EC50 = 69.0 nM 7.16 Antiviral activity against SARS-CoV infected in HAE cells assessed as reduction ... 35291757
Middle East respiratory syndrome-related coronavirus EC50 = 74.0 nM 7.13 Antiviral activity against MERS-CoV infected in HAE cells assessed as reduction ... 35291757
Ebolavirus EC50 = 86.0 nM 7.07 Antiviral activity against Ebola infected in human macrophages assessed as reduc... 35291757
SARS-CoV-2 EC50 = 110.0 nM 6.96 Antiviral activity against SARS-CoV-2 infected in human Calu-3 cells assessed as... 35291757
SARS-CoV-2 EC50 = 115.0 nM 6.94 Antiviral activity against SARS-CoV-2 infected in human A549 cells expressing hA... 35291757
Ebolavirus EC50 = 140.0 nM 6.85 Antiviral activity against Ebola infected in human HeLa cells assessed as reduct... 35291757
SARS-CoV-2 EC50 = 140.0 nM 6.85 Antiviral activity against SARS-CoV-2 infected in human PSC-derived lung epithel... 35291757
SARS-CoV-2 EC50 = 280.0 nM 6.55 Antiviral activity against SARS-CoV-2 infected in human Calu-3 2B4 cells assesse... 35291757
SARS-CoV-2 EC50 = 740.0 nM 6.13 Antiviral activity against SARS-CoV-2 infected in African green monkey Vero E6 c... 35291757

Literature References

PubMed DOI Target Context # Activities
35291757 10.1021/acsmedchemlett.1c00624 SARS-CoV-2 17
35291757 10.1021/acsmedchemlett.1c00624 ADMET 15
35291757 10.1021/acsmedchemlett.1c00624 Nipah virus 5
35291757 10.1021/acsmedchemlett.1c00624 Ebolavirus 4
35291757 10.1021/acsmedchemlett.1c00624 Measles morbillivirus 4
35291757 10.1021/acsmedchemlett.1c00624 Middle East respiratory syndrome-related coronavirus 3
35291757 10.1021/acsmedchemlett.1c00624 Marburgvirus 2
35291757 10.1021/acsmedchemlett.1c00624 SARS-CoV 2

Data from ChEMBL 36 via Core Engine