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Compound Detail

CHEMBL474678

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O=C(Nc1ccc(-n2ccccc2=O)cn1)[C@H]1C[C@](O)(c2ccc(F)cc2F)CN1C(=O)Nc1ccc(Cl)cc1

Basic Information

ChEMBL ID CHEMBL474678
Phase Preclinical
Structure Type MOL
InChI Key BGECSWGTDIXGJY-QDPGVEIFSA-N
5
Targets
6
Activities
2
Assay Types
20
PK Parameters
12
Publications
0
Known Names

Molecular Properties

566.0
MW (Da)
4.30
ALogP
6
HBA
3
HBD
116.6
PSA (Ų)
0.33
QED
1
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C28H22ClF2N5O4
MW 565.96
Aromatic Rings 4
Heavy Atoms 40
NP-Likeness -1.47

Activity Summary

IC50 5 meas. best 10.0
EC50 1 meas. best 6.93

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Coagulation factor X
CHEMBL244
IC50 10.0 10.0 0.1 2
Coagulation factor X
CHEMBL5062
IC50 9.97 9.97 0.1 1
Unchecked
CHEMBL612545
IC50 9.05 9.05 0.9 1
Coagulation factor X
CHEMBL3755
IC50 8.88 8.88 1.3 1
Oryctolagus cuniculus
CHEMBL374
EC50 6.93 6.93 118.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 978.0 ng.hr.mL-1 Rattus norvegicus
AUC 1010.0 ng.hr.mL-1 Rattus norvegicus
AUC 4870.0 ng.hr.mL-1 Canis lupus familiaris
AUC 6450.0 ng.hr.mL-1 Canis lupus familiaris
CL 7.64 mL.min-1.kg-1 Rattus norvegicus
CL 9.5 mL.min-1.kg-1 Rattus norvegicus
CL 2.1 mL.min-1.kg-1 Canis lupus familiaris
Cmax 416.99 nM Rattus norvegicus
Cmax 701.46 nM Canis lupus familiaris
F 19.0 % Rattus norvegicus
F 24.0 % Canis lupus familiaris
F 24.0 % Canis lupus familiaris
F 19.0 % Rattus norvegicus
T1/2 3.3 hr Rattus norvegicus
T1/2 7.3 hr Canis lupus familiaris
T1/2 3.3 hr Rattus norvegicus
T1/2 12.6 hr Canis lupus familiaris
T1/2 12.6 hr Canis lupus familiaris
Tmax 1.7 hr Rattus norvegicus
Tmax 2.0 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
19231206 10.1016/j.bmc.2009.01.063 Rattus norvegicus 11
19231206 10.1016/j.bmc.2009.01.063 Canis familiaris 9
19231206 10.1016/j.bmc.2009.01.063 Unchecked 6
19231206 10.1016/j.bmc.2009.01.063 Oryctolagus cuniculus 6
19231206 10.1016/j.bmc.2009.01.063 Coagulation factor X 3
20503967 10.1021/jm100146h Canis familiaris 2
19231206 10.1016/j.bmc.2009.01.063 Cytochrome P450 1A2 1
19231206 10.1016/j.bmc.2009.01.063 Cytochrome P450 2C9 1
19231206 10.1016/j.bmc.2009.01.063 Cytochrome P450 2D6 1
19231206 10.1016/j.bmc.2009.01.063 Cytochrome P450 3A4 1
20503967 10.1021/jm100146h Coagulation factor X 1
20503967 10.1021/jm100146h Rattus norvegicus 1

Data from ChEMBL 36 via Core Engine