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Compound Detail

CHEMBL3753837

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OC(CC1c2c(F)cccc2-c2cncn21)C1CCCCC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL3753837
Phase Preclinical
Structure Type MOL
InChI Key AKOIXTSNUPHRQM-UHFFFAOYSA-N
5
Targets
8
Activities
2
Assay Types
2
PK Parameters
8
Publications
0
Known Names

Molecular Properties

300.4
MW (Da)
3.92
ALogP
3
HBA
1
HBD
38.0
PSA (Ų)
0.93
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C18H21FN2O
MW 300.38
Aromatic Rings 2
Heavy Atoms 22
NP-Likeness -0.12

Activity Summary

IC50 5 meas. best 7.72
EC50 3 meas. best 7.26

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 IC50 7.72 7.62 19.0 2
Indoleamine 2,3-dioxygenase 1
CHEMBL4685
 EC50 7.26 6.98 55.0 2
Cytochrome P450 2D6
CHEMBL289
 IC50 5.7 5.7 2000.0 1
Cytochrome P450 3A4
CHEMBL340
 IC50 5.7 5.7 2000.0 1
Cytochrome P450 2B6
CHEMBL4729
 IC50 5.0 5.0 10000.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 EC50 4.64 4.64 23000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 18.91 mL.min-1.kg-1 Homo sapiens
Fu 0.061 - Not specified

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Indoleamine 2,3-dioxygenase 1 IC50 = 19.0 nM 7.72 Inhibition of recombinant human IDO1 assessed as conversion of N-formylkynurenin... 26642377
Indoleamine 2,3-dioxygenase 1 IC50 = 30.0 nM 7.52 Inhibition of purified human IDO1 using L-tryptophan as substrate preincubated f... 31264862
Indoleamine 2,3-dioxygenase 1 EC50 = 55.0 nM 7.26 Inhibition of IDO1 in IFNgamma-stimulated human HeLa cells incubated for 24 hrs 26642377
Indoleamine 2,3-dioxygenase 1 EC50 = 200.0 nM 6.7 Inhibition of recombinant human IDO1 expressed in T-REx-293 cells assessed as re... 31264862
Cytochrome P450 3A4 IC50 = 2000.0 nM 5.7 Inhibition of CYP3A4 (unknown origin) using midazolam as substrate 31264862
Cytochrome P450 2D6 IC50 = 2000.0 nM 5.7 Inhibition of CYP2D6 (unknown origin) 31264862
Cytochrome P450 2B6 IC50 = 10000.0 nM 5.0 Inhibition of CYP2B6 (unknown origin) 31264862
Voltage-gated inwardly rectifying potassium channel KCNH2 EC50 = 23000.0 nM 4.64 Inhibition of human ERG 31264862

Literature References

PubMed DOI Target Context # Activities
26642377 10.1021/acs.jmedchem.5b01390 Indoleamine 2,3-dioxygenase 1 3
31264862 10.1021/acs.jmedchem.9b00662 Indoleamine 2,3-dioxygenase 1 2
31264862 10.1021/acs.jmedchem.9b00662 ADMET 2
31264862 10.1021/acs.jmedchem.9b00662 Cytochrome P450 3A4 1
31264862 10.1021/acs.jmedchem.9b00662 Cytochrome P450 2D6 1
31264862 10.1021/acs.jmedchem.9b00662 Cytochrome P450 1A2 1
31264862 10.1021/acs.jmedchem.9b00662 Cytochrome P450 2B6 1
31264862 10.1021/acs.jmedchem.9b00662 Voltage-gated inwardly rectifying potassium channel KCNH2 1

Data from ChEMBL 36 via Core Engine