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Compound Detail

CHEMBL4471264

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Cl.O=C1c2ccccc2C(=O)c2c1cccc2-c1cnn(C2CCNCC2)c1

Basic Information

ChEMBL ID CHEMBL4471264
Phase Preclinical
Structure Type MOL
InChI Key ZIMLKZKPNALXKK-UHFFFAOYSA-N
Parent Compound CHEMBL4594851
Active Moiety CHEMBL4594851
9
Targets
9
Activities
1
Assay Types
11
PK Parameters
20
Publications
0
Known Names

Molecular Properties

357.4
MW (Da)
3.25
ALogP
5
HBA
1
HBD
64.0
PSA (Ų)
0.60
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H20ClN3O2
MW 393.87
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -0.18

Activity Summary

IC50 9 meas. best 7.08

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial
CHEMBL4141
IC50 7.08 7.08 84.0 1
Cytochrome P450 1A2
CHEMBL3356
IC50 4.79 4.79 16300.0 1
L929
CHEMBL612267
IC50 4.45 4.45 35820.0 1
Cytochrome P450 3A
CHEMBL2364675
IC50 4.44 4.44 36600.0 1
Vero
CHEMBL391
IC50 4.44 4.44 36420.0 1
HFL1
CHEMBL612547
IC50 4.44 4.44 36540.0 1
CHO-K1
CHEMBL614031
IC50 4.44 4.44 36020.0 1
NIH3T3
CHEMBL614822
IC50 4.4 4.4 39640.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 4.37 4.37 42400.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 18460.0 ng.hr.mL-1 Rattus norvegicus
AUC 8920.0 ng.hr.mL-1 Rattus norvegicus
AUC 7610.0 ng.hr.mL-1 Rattus norvegicus
AUC 7020.0 ng.hr.mL-1 Rattus norvegicus
CL 11.42 mL.min-1.kg-1 Rattus norvegicus
Cmax 1580.82 nM Rattus norvegicus
F 63.6 % Rattus norvegicus
T1/2 21.6 hr Rattus norvegicus
T1/2 7.06 hr Rattus norvegicus
T1/2 1.0 hr Homo sapiens
Tmax 6.0 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
30623649 10.1021/acs.jmedchem.8b01168 HCT-116 39
30623649 10.1021/acs.jmedchem.8b01168 RKO 39
30623649 10.1021/acs.jmedchem.8b01168 ADMET 14
30623649 10.1021/acs.jmedchem.8b01168 [Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 4, mitochondrial 5
30623649 10.1021/acs.jmedchem.8b01168 Mast cell 3
30623649 10.1021/acs.jmedchem.8b01168 Cellular tumor antigen p53 2
30623649 10.1021/acs.jmedchem.8b01168 Mus musculus 2
30623649 10.1021/acs.jmedchem.8b01168 UDP-glucuronosyltransferase 2B7 1
30623649 10.1021/acs.jmedchem.8b01168 Cytochrome P450 2C9 1
30623649 10.1021/acs.jmedchem.8b01168 Cytochrome P450 2C19 1
30623649 10.1021/acs.jmedchem.8b01168 Cytochrome P450 2D6 1
30623649 10.1021/acs.jmedchem.8b01168 Cytochrome P450 3A 1
30623649 10.1021/acs.jmedchem.8b01168 UDP-glucuronosyltransferase 1A1 1
30623649 10.1021/acs.jmedchem.8b01168 UDP-glucuronosyltransferase 1A4 1
30623649 10.1021/acs.jmedchem.8b01168 UDP-glucuronosyltransferase 1A9 1
30623649 10.1021/acs.jmedchem.8b01168 Vero 1
30623649 10.1021/acs.jmedchem.8b01168 HFL1 1
30623649 10.1021/acs.jmedchem.8b01168 L929 1
30623649 10.1021/acs.jmedchem.8b01168 NIH3T3 1
30623649 10.1021/acs.jmedchem.8b01168 CHO-K1 1

Data from ChEMBL 36 via Core Engine