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Compound Detail

CHEMBL243876

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O=c1n(Cc2nc3ccccc3n2CCCCO)c2cnccc2n1C1CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL243876
Phase Preclinical
Structure Type MOL
InChI Key KSHJXDWYTZJUEI-UHFFFAOYSA-N
5
Targets
16
Activities
2
Assay Types
25
PK Parameters
20
Publications
0
Known Names

Molecular Properties

377.4
MW (Da)
2.70
ALogP
7
HBA
1
HBD
77.9
PSA (Ų)
0.50
QED
0
Ro5 Violations
7
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C21H23N5O2
MW 377.45
Aromatic Rings 4
Heavy Atoms 28
NP-Likeness -1.24

Activity Summary

EC50 9 meas. best 8.1
IC50 7 meas. best 7.89

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Fusion glycoprotein F0
CHEMBL2364165
 EC50 8.1 7.7833 7.9 3
Respiratory syncytial virus
CHEMBL612679
 EC50 8.0 7.276 10.0 5
Respiratory syncytial virus
CHEMBL612679
 IC50 7.89 7.89 13.0 1
NON-PROTEIN TARGET
CHEMBL3879801
 EC50 7.55 7.55 28.0 1
Respirovirus muris
CHEMBL613281
 IC50 4.6 4.6 25000.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 4.56 4.56 27500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 533.33 ng.hr.mL-1 Mus musculus
AUC 216.67 ng.hr.mL-1 Rattus norvegicus
AUC 300.0 ng.hr.mL-1 Canis lupus familiaris
AUC 421.67 ng.hr.mL-1 Macaca fascicularis
AUC 347.25 ng.hr.mL-1 Mus musculus
AUC 441.62 ng.hr.mL-1 Mus musculus
CL 61.0 mL.min-1.kg-1 Rattus norvegicus
CL 61.0 mL.min-1.kg-1 Rattus norvegicus
CL 8.0 mL.min-1.g-1 Homo sapiens
CL 16.3 mL.min-1.kg-1 Homo sapiens
CL 82.0 mL.min-1.kg-1 Mus musculus
CL 67.0 mL.min-1.kg-1 Mus musculus
Cmax 495.43 nM Rattus norvegicus
Cmax 2098.0 nM Mus musculus
F 13.0 % Rattus norvegicus
F 13.0 % Rattus norvegicus
F 13.0 % Mus musculus
T1/2 0.5667 hr Homo sapiens
T1/2 0.5667 hr Homo sapiens
T1/2 0.5667 hr Homo sapiens
T1/2 13.93 hr Rattus norvegicus
T1/2 0.4 hr Rattus norvegicus
T1/2 1.7 hr Mus musculus
Tmax 0.25 hr Mus musculus
Vd 2.4 L.kg-1 Mus musculus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Fusion glycoprotein F0 EC50 = 7.943 nM 8.1 Inhibition of GFP-fused RSV 224 fusion protein infected in human HeLa cells asse... 32407115
Respiratory syncytial virus EC50 = 10.0 nM 8.0 Antiviral activity against RSV Long in HEp2 cells assessed as reduction of virus... 17169560
Respiratory syncytial virus EC50 = 10.0 nM 8.0 Antiviral activity against RSV 26443549
Respiratory syncytial virus IC50 = 13.0 nM 7.89 Antiviral activity against Respiratory syncytial virus A2 infected in A549 cells... 23265891
Respiratory syncytial virus EC50 = 20.0 nM 7.7 Antiviral activity against respiratory syncytial virus long strain infected in c... 20823290
Fusion glycoprotein F0 EC50 = 20.0 nM 7.7 Inhibition of RSV long strain fusion protein infected in Hep2 cells assessed as ... 29456794
Respiratory syncytial virus EC50 = 21.0 nM 7.68 Antiviral activity against RSV Long in HEp2 cells assessed as reduction of virus... 17169560
NON-PROTEIN TARGET EC50 = 28.0 nM 7.55 Antiviral activity against Respiratory syncytial virus A infected in human Hep2 ... 25941547
Fusion glycoprotein F0 EC50 = 28.0 nM 7.55 Inhibition of Respiratory syncytial virus Long fusion glycoprotein infected in H... 28772235
Respiratory syncytial virus EC50 = 10000.0 nM 5.0 Antiviral activity against RSV assessed as inhibition of viral replication by ce... 19596574
Respirovirus muris IC50 = 25000.0 nM 4.6 Antiviral activity against Sendai virus 19112024
Cytochrome P450 3A4 IC50 = 27500.0 nM 4.56 Inhibition of CYP3A4 in human liver microsomes by LC-MS/MS analysis 25941547

Literature References

PubMed DOI Target Context # Activities
29456794 10.1021/acsmedchemlett.7b00418 Mus musculus 8
19596574 10.1016/j.bmcl.2009.06.030 Rattus norvegicus 5
17169560 10.1016/j.bmcl.2006.11.063 ADMET 4
23265891 10.1016/j.bmcl.2012.11.062 Rattus norvegicus 4
17169560 10.1016/j.bmcl.2006.11.063 Respiratory syncytial virus 4
25595685 10.1016/j.bmcl.2014.11.024 Respiratory syncytial virus 3
19596574 10.1016/j.bmcl.2009.06.030 Respiratory syncytial virus 3
17576833 10.1128/aac.00211-07 Respiratory syncytial virus 3
23265891 10.1016/j.bmcl.2012.11.062 Liver microsomes 3
20823290 10.1128/aac.00643-10 Respiratory syncytial virus 2
28772235 10.1016/j.ejmech.2017.07.032 Fusion glycoprotein F0 2
17169560 10.1016/j.bmcl.2006.11.063 Caco-2 2
17169560 10.1016/j.bmcl.2006.11.063 Liver microsomes 2
25941547 10.1021/acsmedchemlett.5b00008 ADMET 2
19112024 10.1016/j.bmc.2008.11.075 Human immunodeficiency virus 1 1
19112024 10.1016/j.bmc.2008.11.075 Human rhinovirus sp. 1
17169560 10.1016/j.bmcl.2006.11.063 Mus musculus 1
17576060 10.1016/j.bmcl.2007.05.102 Respiratory syncytial virus 1
32407115 10.1021/acs.jmedchem.0c00226 HeLa 1
17169560 10.1016/j.bmcl.2006.11.063 Cynomolgus monkey 1

Data from ChEMBL 36 via Core Engine