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Compound Detail

CHEMBL4436187

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C[C@@H]1Cc2c(ccc3[nH]ncc23)[C@@H](c2c(F)cc(/C=C/C(=O)O)cc2F)N1CC(C)(F)F

Basic Information

ChEMBL ID CHEMBL4436187
Phase Preclinical
Structure Type MOL
InChI Key HVQSEOZJAAHXGL-BSXAWMFMSA-N
2
Targets
3
Activities
1
Assay Types
12
PK Parameters
9
Publications
0
Known Names

Molecular Properties

447.4
MW (Da)
4.93
ALogP
3
HBA
2
HBD
69.2
PSA (Ų)
0.43
QED
0
Ro5 Violations
5
Rot. Bonds

Drug Information

Molecule Type Unknown
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C23H21F4N3O2
MW 447.43
Aromatic Rings 3
Heavy Atoms 32
NP-Likeness -0.35

Activity Summary

IC50 3 meas. best 9.4

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Estrogen receptor
CHEMBL206
IC50 9.4 9.4 0.4 2
Cytochrome P450 2C9
CHEMBL3397
IC50 5.18 5.18 6600.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 255.04 ng.hr.mL-1 Rattus norvegicus
AUC 1342.29 ng.hr.mL-1 Canis lupus familiaris
CL 26.0 mL.min-1.kg-1 Rattus norvegicus
CL 5.4 mL.min-1.kg-1 Canis lupus familiaris
F 16.0 % Rattus norvegicus
F 36.0 % Canis lupus familiaris
Fu 0.013 - Rattus norvegicus
Fu 0.011 - Homo sapiens
Fu 0.021 - Mus musculus
Fu 0.0062 - Canis lupus familiaris
T1/2 3.7 hr Rattus norvegicus
T1/2 4.8 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Literature References

PubMed DOI Target Context # Activities
30640465 10.1021/acs.jmedchem.8b01837 ADMET 22
30640465 10.1021/acs.jmedchem.8b01837 Estrogen receptor 2
30640465 10.1021/acs.jmedchem.8b01837 No relevant target 2
30640465 10.1021/acs.jmedchem.8b01837 Cytochrome P450 2C9 1
30640465 10.1021/acs.jmedchem.8b01837 Cytochrome P450 3A4 1
30640465 10.1021/acs.jmedchem.8b01837 Voltage-gated inwardly rectifying potassium channel KCNH2 1
30640465 10.1021/acs.jmedchem.8b01837 Cytochrome P450 1A2 1
30640465 10.1021/acs.jmedchem.8b01837 Cytochrome P450 2C19 1
30640465 10.1021/acs.jmedchem.8b01837 Cytochrome P450 2D6 1

Data from ChEMBL 36 via Core Engine