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Compound Detail

CHEMBL5199698

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CC(C)C[C@](C)(N)COc1cnc(-c2ccnc(C(F)F)c2)cc1C(F)F
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5199698
Phase Preclinical
Structure Type MOL
InChI Key HVHRHDHQHUAOQI-IBGZPJMESA-N
13
Targets
22
Activities
2
Assay Types
14
PK Parameters
20
Publications
0
Known Names

Molecular Properties

385.4
MW (Da)
5.16
ALogP
4
HBA
1
HBD
61.0
PSA (Ų)
0.64
QED
1
Ro5 Violations
8
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C19H23F4N3O
MW 385.40
Aromatic Rings 2
Heavy Atoms 27
NP-Likeness -0.67

Activity Summary

IC50 21 meas. best 9.3
Ki 1 meas. best 10.3

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
AP2-associated protein kinase 1
CHEMBL5169154
 Ki 10.3 10.3 0.1 1
AP2-associated protein kinase 1
CHEMBL3830
 IC50 9.3 8.9675 0.5 8
BMP-2-inducible protein kinase
CHEMBL4522
 IC50 6.75 6.75 180.0 1
MAP kinase-interacting serine/threonine-protein kinase 1
CHEMBL4718
 IC50 6.58 6.58 260.0 1
Cyclin-G-associated kinase
CHEMBL4355
 IC50 6.4 6.4 400.0 1
Myosin light chain kinase 2, skeletal/cardiac muscle
CHEMBL2777
 IC50 6.35 6.35 450.0 1
Citron Rho-interacting kinase
CHEMBL5579
 IC50 5.92 5.92 1200.0 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 5.89 5.89 1300.0 1
MAP kinase-interacting serine/threonine-protein kinase 2
CHEMBL4204
 IC50 5.8 5.8 1600.0 1
Sodium-dependent noradrenaline transporter
CHEMBL222
 IC50 5.75 5.75 1800.0 1
TRAF2 and NCK-interacting protein kinase
CHEMBL4527
 IC50 5.7 5.7 2000.0 1
Neuronal acetylcholine receptor subunit alpha-7
CHEMBL2492
 IC50 5.4 5.4 4000.0 1
Unchecked
CHEMBL612545
 IC50 5.27 5.0433 5400.0 3

Pharmacokinetic Data

Parameter Value Units Species
F 22.0 % Rattus norvegicus
Fu 0.125 - Homo sapiens
Fu 0.122 - Rattus norvegicus
Fu 0.065 - Mus musculus
Fu 0.018 - Mus musculus
Fu 0.075 - Macaca fascicularis
Fu 0.08 - Canis lupus familiaris
T1/2 5.02 hr Rattus norvegicus
T1/2 2.0 hr Homo sapiens
T1/2 1.267 hr Rattus norvegicus
T1/2 2.0 hr Mus musculus
T1/2 0.2933 hr Macaca fascicularis
T1/2 0.4333 hr Canis lupus familiaris
Tmax 3.7 hr Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
AP2-associated protein kinase 1 Ki = 0.05 nM 10.3 Displacement of 3H-LP-927443 from AAK1 in C57BL6 mouse brain homogenate assessed... 35261239
AP2-associated protein kinase 1 IC50 = 0.5 nM 9.3 Inhibition of full length human AAK1 expressed in HEK293F cells assessed as supp... 35261239
AP2-associated protein kinase 1 IC50 = 1.2 nM 8.92 Inhibition of bacterially expressed GST-Xa-tagged human AAK1 using 5-FAM-labelle... 35261239
AP2-associated protein kinase 1 IC50 = 1.2 nM 8.92 AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi... -
AP2-associated protein kinase 1 IC50 = 1.2 nM 8.92 Kinase Assay: The assays were performed in U-bottom 384-well plates. The final a... -
AP2-associated protein kinase 1 IC50 = 1.2 nM 8.92 AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi... -
AP2-associated protein kinase 1 IC50 = 1.2 nM 8.92 AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi... -
AP2-associated protein kinase 1 IC50 = 1.2 nM 8.92 Kinase Assay: The assays were performed in U-bottom 384-well plates. The final a... -
AP2-associated protein kinase 1 IC50 = 1.2 nM 8.92 AAK1 Kinase Assay: The assays were performed in U-bottom 384-well plates. The fi... -
BMP-2-inducible protein kinase IC50 = 180.0 nM 6.75 Inhibition of BIKE (unknown origin) 35261239
MAP kinase-interacting serine/threonine-protein kinase 1 IC50 = 260.0 nM 6.58 Inhibition of MNK1 (unknown origin) 35261239
Cyclin-G-associated kinase IC50 = 400.0 nM 6.4 Inhibition of GAK (unknown origin) 35261239
Myosin light chain kinase 2, skeletal/cardiac muscle IC50 = 450.0 nM 6.35 Inhibition of MYLK2 (unknown origin) 35261239
Citron Rho-interacting kinase IC50 = 1200.0 nM 5.92 Inhibition of CRIK (unknown origin) 35261239
Voltage-gated inwardly rectifying potassium channel KCNH2 IC50 = 1300.0 nM 5.89 Inhibition of human ERG by patch clamp assay 35261239
MAP kinase-interacting serine/threonine-protein kinase 2 IC50 = 1600.0 nM 5.8 Inhibition of MNK2 (unknown origin) 35261239
Sodium-dependent noradrenaline transporter IC50 = 1800.0 nM 5.75 Inhibition of NET (unknown origin) 35261239
TRAF2 and NCK-interacting protein kinase IC50 = 2000.0 nM 5.7 Inhibition of TNIK (unknown origin) 35261239
Neuronal acetylcholine receptor subunit alpha-7 IC50 = 4000.0 nM 5.4 Inhibition of nicotinic acetylcholine receptor alpha 7 (unknown origin) 35261239
Unchecked IC50 = 5400.0 nM 5.27 Inhibition of cardiac sodium channel (unknown origin) 35261239

Literature References

PubMed DOI Target Context # Activities
35261239 10.1021/acs.jmedchem.1c02132 ADMET 38
35261239 10.1021/acs.jmedchem.1c02132 Cytochrome P450 3A4 6
35261239 10.1021/acs.jmedchem.1c02132 Unchecked 4
35261239 10.1021/acs.jmedchem.1c02132 AP2-associated protein kinase 1 3
35261239 10.1021/acs.jmedchem.1c02132 Rattus norvegicus 3
35261239 10.1021/acs.jmedchem.1c02132 TRAF2 and NCK-interacting protein kinase 1
35261239 10.1021/acs.jmedchem.1c02132 Organic anion transporter 3 1
35261239 10.1021/acs.jmedchem.1c02132 Solute carrier family 22 member 6 1
35261239 10.1021/acs.jmedchem.1c02132 ATP-binding cassette sub-family C member 2 1
35261239 10.1021/acs.jmedchem.1c02132 Bile salt export pump 1
35261239 10.1021/acs.jmedchem.1c02132 Hepatic sodium/bile acid cotransporter 1
35261239 10.1021/acs.jmedchem.1c02132 Solute carrier organic anion transporter family member 1B3 1
35261239 10.1021/acs.jmedchem.1c02132 Solute carrier organic anion transporter family member 1B1 1
35261239 10.1021/acs.jmedchem.1c02132 Neuronal acetylcholine receptor subunit alpha-7 1
35261239 10.1021/acs.jmedchem.1c02132 Sodium-dependent noradrenaline transporter 1
35261239 10.1021/acs.jmedchem.1c02132 Voltage-gated inwardly rectifying potassium channel KCNH2 1
35261239 10.1021/acs.jmedchem.1c02132 Cytochrome P450 2B6 1
35261239 10.1021/acs.jmedchem.1c02132 Cytochrome P450 2D6 1
35261239 10.1021/acs.jmedchem.1c02132 Cytochrome P450 2C9 1
35261239 10.1021/acs.jmedchem.1c02132 Cytochrome P450 2C19 1

Data from ChEMBL 36 via Core Engine