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Compound Detail

CHEMBL3330442

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O=C(NC[C@@H]1OC(=O)N2c3ccc(N4CCOCC4=O)cc3OC[C@@H]12)c1ccc(Cl)s1

Basic Information

ChEMBL ID CHEMBL3330442
Phase Preclinical
Structure Type MOL
InChI Key FAHBXTXHOUMNTM-ZFWWWQNUSA-N
5
Targets
6
Activities
1
Assay Types
24
PK Parameters
20
Publications
0
Known Names

Molecular Properties

463.9
MW (Da)
2.28
ALogP
7
HBA
1
HBD
97.4
PSA (Ų)
0.75
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H18ClN3O6S
MW 463.90
Aromatic Rings 2
Heavy Atoms 31
NP-Likeness -1.37

Activity Summary

IC50 6 meas. best 8.52

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Coagulation factor X
CHEMBL244
IC50 8.52 8.495 3.0 2
Cytochrome P450 2C9
CHEMBL3397
IC50 4.36 4.36 43230.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
IC50 4.1 4.1 79750.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 4.07 4.07 85120.0 1
Cytochrome P450 2C8
CHEMBL3721
IC50 4.0 4.0 99730.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 33044.0 ng.hr.mL-1 Rattus norvegicus
AUC 15339.0 ng.hr.mL-1 Rattus norvegicus
AUC 1525.8 ng.hr.mL-1 Canis lupus familiaris
AUC 1316.6 ng.hr.mL-1 Canis lupus familiaris
AUC 1525.8 ng.hr.mL-1 Canis lupus familiaris
AUC 33044.0 ng.hr.mL-1 Rattus norvegicus
CL 3.35 mL.min-1.kg-1 Rattus norvegicus
CL 6.667 mL.min-1.kg-1 Canis lupus familiaris
Cmax 25652.08 nM Rattus norvegicus
Cmax 1142.49 nM Canis lupus familiaris
Cmax 1142.49 nM Canis lupus familiaris
Cmax 25652.08 nM Rattus norvegicus
F 63.7 % Rattus norvegicus
F 92.0 % Canis lupus familiaris
F 92.0 % Canis lupus familiaris
F 63.7 % Rattus norvegicus
T1/2 1.33 hr Rattus norvegicus
T1/2 1.0 hr Rattus norvegicus
T1/2 2.0 hr Canis lupus familiaris
T1/2 3.1 hr Canis lupus familiaris
T1/2 2.0 hr Canis lupus familiaris
T1/2 1.33 hr Rattus norvegicus
Tmax 0.75 hr Rattus norvegicus
Tmax 0.5 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
25179681 10.1021/jm501045e Rattus norvegicus 26
25179681 10.1021/jm501045e Canis familiaris 9
38513340 10.1016/j.ejmech.2024.116326 ADMET 8
25179681 10.1021/jm501045e Unchecked 5
25179681 10.1021/jm501045e Plasma 2
25179681 10.1021/jm501045e Voltage-gated inwardly rectifying potassium channel KCNH2 1
38513340 10.1016/j.ejmech.2024.116326 Coagulation factor X 1
25179681 10.1021/jm501045e V79 1
25179681 10.1021/jm501045e Salmonella typhimurium 1
25179681 10.1021/jm501045e Cytochrome P450 3A4 1
25179681 10.1021/jm501045e Cytochrome P450 2D6 1
25179681 10.1021/jm501045e Cytochrome P450 2C19 1
25179681 10.1021/jm501045e Cytochrome P450 2C9 1
25179681 10.1021/jm501045e Cytochrome P450 2C8 1
25179681 10.1021/jm501045e Cytochrome P450 1A2 1
25179681 10.1021/jm501045e Coagulation factor X 1
25179681 10.1021/jm501045e Coagulation factor XI 1
25179681 10.1021/jm501045e Trypsin 1
25179681 10.1021/jm501045e Coagulation factor IX 1
25179681 10.1021/jm501045e Coagulation factor VII 1

Data from ChEMBL 36 via Core Engine