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Compound Detail

CHEMBL4160748

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COc1ccc(-c2c(C)nn3c(C(F)(F)F)cc(C)nc23)c(F)c1F

Basic Information

ChEMBL ID CHEMBL4160748
Phase Preclinical
Structure Type MOL
InChI Key NYBZCKAQIIPSDS-UHFFFAOYSA-N
7
Targets
12
Activities
3
Assay Types
3
PK Parameters
20
Publications
0
Known Names

Molecular Properties

357.3
MW (Da)
4.32
ALogP
4
HBA
0
HBD
39.4
PSA (Ų)
0.64
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C16H12F5N3O
MW 357.28
Aromatic Rings 3
Heavy Atoms 25
NP-Likeness -1.44

Activity Summary

EC50 8 meas. best 6.19
IC50 3 meas. best 5.51
Ki 1 meas. best 6.19

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Substance-P receptor
CHEMBL249
Ki 6.19 6.19 650.0 1
Metabotropic glutamate receptor 7
CHEMBL3777
EC50 6.19 6.19 649.0 2
Metabotropic glutamate receptor 7
CHEMBL3879
EC50 6.19 6.19 645.6 2
Metabotropic glutamate receptor 8
CHEMBL2718
EC50 5.58 5.58 2600.0 2
Metabotropic glutamate receptor 8
CHEMBL3228
EC50 5.58 5.58 2600.0 2
Cytochrome P450 1A2
CHEMBL3356
IC50 5.51 5.51 3080.0 1
Substance-P receptor
CHEMBL249
IC50 5.47 5.47 3400.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 4.61 4.61 24700.0 1

Pharmacokinetic Data

Parameter Value Units Species
Fu 0.022 - Rattus norvegicus
Fu 0.008 - Homo sapiens
Fu 0.012 - Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Metabotropic glutamate receptor 7 EC50 = 650.0 nM 6.19 Positive allosteric modulation of rat mGlu7 receptor expressed in HEK cells co-e... 29057060
Metabotropic glutamate receptor 7 EC50 = 645.65 nM 6.19 Positive allosteric modulation of rat mGlu7 receptor expressed in HEK cells co-e... 29057060
Metabotropic glutamate receptor 7 EC50 = 650.0 nM 6.19 Agonist activity at mGlu7 (unknown origin) 30881607
Metabotropic glutamate receptor 7 EC50 = 649.0 nM 6.19 Positive allosteric modulation of mGluR7 (unknown origin) 36528230
Substance-P receptor Ki = 650.0 nM 6.19 Displacement of [3H] substance P from recombinant human NK1 receptor expressed i... 29057060
Metabotropic glutamate receptor 8 EC50 = 2600.0 nM 5.58 Positive allosteric modulation of rat mGlu8 receptor expressed in HEK cells co-e... 29057060
Metabotropic glutamate receptor 8 EC50 = 2630.27 nM 5.58 Positive allosteric modulation of rat mGlu8 receptor expressed in HEK cells co-e... 29057060
Metabotropic glutamate receptor 8 EC50 = 2600.0 nM 5.58 Agonist activity at mGlu8 (unknown origin) 30881607
Metabotropic glutamate receptor 8 EC50 = 2600.0 nM 5.58 Positive allosteric modulation of mGluR8 (unknown origin) 36528230
Cytochrome P450 1A2 IC50 = 3080.0 nM 5.51 Inhibition of CYP1A2 in human liver microsomes using phenacetin as substrate pre... 29057060
Substance-P receptor IC50 = 3400.0 nM 5.47 Displacement of [3H] substance P from recombinant human NK1 receptor expressed i... 29057060
Cytochrome P450 2C9 IC50 = 24700.0 nM 4.61 Inhibition of CYP2C9 in human liver microsomes using diclofenac as substrate pre... 29057060

Literature References

PubMed DOI Target Context # Activities
29057060 10.1021/acsmedchemlett.7b00317 Unchecked 16
29057060 10.1021/acsmedchemlett.7b00317 ADMET 8
29057060 10.1021/acsmedchemlett.7b00317 Metabotropic glutamate receptor 8 3
29057060 10.1021/acsmedchemlett.7b00317 Glutamate NMDA receptor 3
30881607 10.1039/C8MD00524A Metabotropic glutamate receptor 4 3
29057060 10.1021/acsmedchemlett.7b00317 Metabotropic glutamate receptor 4 3
29057060 10.1021/acsmedchemlett.7b00317 Metabotropic glutamate receptor 7 3
29057060 10.1021/acsmedchemlett.7b00317 Substance-P receptor 2
30881607 10.1039/C8MD00524A Metabotropic glutamate receptor 3 2
29057060 10.1021/acsmedchemlett.7b00317 Metabotropic glutamate receptor 1 2
29057060 10.1021/acsmedchemlett.7b00317 Metabotropic glutamate receptor 2 2
29057060 10.1021/acsmedchemlett.7b00317 Metabotropic glutamate receptor 3 2
29057060 10.1021/acsmedchemlett.7b00317 Metabotropic glutamate receptor 5 2
29057060 10.1021/acsmedchemlett.7b00317 Metabotropic glutamate receptor 6 2
30881607 10.1039/C8MD00524A Metabotropic glutamate receptor 2 2
29057060 10.1021/acsmedchemlett.7b00317 Mus musculus 2
29057060 10.1021/acsmedchemlett.7b00317 Rattus norvegicus 2
29057060 10.1021/acsmedchemlett.7b00317 Voltage-gated L-type calcium channel 2
30881607 10.1039/C8MD00524A Metabotropic glutamate receptor 1 2
30881607 10.1039/C8MD00524A Metabotropic glutamate receptor 5 2

Data from ChEMBL 36 via Core Engine