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Compound Detail

CHEMBL201472

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CC(C)(O)c1ccn2c(-c3ccc(F)c(-c4cccnc4)c3)cnc2n1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL201472
Phase Preclinical
Structure Type MOL
InChI Key GFQMHVYMEKXHDT-UHFFFAOYSA-N
4
Targets
13
Activities
1
Assay Types
12
PK Parameters
20
Publications
0
Known Names

Molecular Properties

348.4
MW (Da)
3.82
ALogP
5
HBA
1
HBD
63.3
PSA (Ų)
0.61
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 C20H17FN4O
MW 348.38
Aromatic Rings 4
Heavy Atoms 26
NP-Likeness -1.11

Activity Summary

Ki 13 meas. best 9.28

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
GABA-A receptor; alpha-5/beta-3/gamma-2
CHEMBL2094122
 Ki 9.28 9.28 0.5 3
GABA-A receptor; alpha-1/beta-3/gamma-2
CHEMBL2094121
 Ki 9.07 9.015 0.8 4
GABA-A receptor; alpha-2/beta-3/gamma-2
CHEMBL2094130
 Ki 8.43 8.42 3.7 3
GABA-A receptor; alpha-3/beta-3/gamma-2
CHEMBL2094120
 Ki 8.4 8.4 4.0 3

Pharmacokinetic Data

Parameter Value Units Species
CL 9.1 mL.min-1.kg-1 Rattus norvegicus
CL 8.2 mL.min-1.kg-1 Canis lupus familiaris
CL 9.1 mL.min-1.kg-1 Rattus norvegicus
CL 8.1 mL.min-1.kg-1 Canis lupus familiaris
F 77.0 % Rattus norvegicus
F 48.0 % Canis lupus familiaris
F 77.0 % Rattus norvegicus
F 46.0 % Canis lupus familiaris
T1/2 1.7 hr Rattus norvegicus
T1/2 0.7 hr Canis lupus familiaris
T1/2 1.7 hr Rattus norvegicus
T1/2 1.0 hr Canis lupus familiaris

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 0.53 nM 9.28 Displacement of [3H]Ro-151788 from human recombinant GABAA alpha5 in combination... 16392789
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 0.53 nM 9.28 Displacement of [3H]Ro 15-1788 from recombinant human GABA-Aalpha5 receptor plus... 16386900
GABA-A receptor; alpha-5/beta-3/gamma-2 Ki = 0.52 nM 9.28 Displacement of [3H]Ro-151788 from human recombinant GABA-Aalpha5 receptor plus ... 16384707
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 0.85 nM 9.07 Displacement of [3H]-Ro15-1788 from human recombinant GABAA alpha1 in combinatio... 16392789
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 0.85 nM 9.07 Displacement of [3H]Ro 15-1788 from recombinant human GABAA alpha-1 receptor plu... 16480260
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 0.85 nM 9.07 Displacement of [3H]Ro 15-1788 from recombinant human GABA-Aalpha1 receptor plus... 16386900
GABA-A receptor; alpha-1/beta-3/gamma-2 Ki = 1.4 nM 8.85 Displacement of [3H]Ro-151788 from human recombinant GABA-Aalpha1 receptor plus ... 16384707
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 3.7 nM 8.43 Displacement of [3H]-Ro15-1788 from human recombinant GABAA alpha2 in combinatio... 16392789
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 3.7 nM 8.43 Displacement of [3H]Ro 15-1788 from recombinant human GABA-Aalpha2 receptor plus... 16386900
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 4.0 nM 8.4 Displacement of [3H]Ro-151788 from human recombinant GABAA alpha3 in combination... 16392789
GABA-A receptor; alpha-2/beta-3/gamma-2 Ki = 4.0 nM 8.4 Displacement of [3H] Ro15-1788 from recombinant human GABAA alpha2 receptor plus... 16480260
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 4.0 nM 8.4 Displacement of [3H]Ro 15-1788 from recombinant human GABA-Aalpha3 receptor plus... 16386900
GABA-A receptor; alpha-3/beta-3/gamma-2 Ki = 4.0 nM 8.4 Displacement of [3H]Ro-151788 from human recombinant GABA-Aalpha3 receptor plus ... 16384707

Literature References

PubMed DOI Target Context # Activities
16392789 10.1021/jm051065l Rattus norvegicus 5
16386900 10.1016/j.bmcl.2005.12.044 Canis familiaris 4
16386900 10.1016/j.bmcl.2005.12.044 Rattus norvegicus 4
16392789 10.1021/jm051065l GABA-A receptor; alpha-2/beta-3/gamma-2 3
16392789 10.1021/jm051065l GABA-A receptor; alpha-3/beta-3/gamma-2 3
16392789 10.1021/jm051065l GABA-A receptor; alpha-5/beta-3/gamma-2 3
16392789 10.1021/jm051065l Canis familiaris 3
16392789 10.1021/jm051065l GABA-A receptor; alpha-1/beta-3/gamma-2 3
16386900 10.1016/j.bmcl.2005.12.044 GABA-A receptor; alpha-1/beta-3/gamma-2 3
16386900 10.1016/j.bmcl.2005.12.044 GABA-A receptor; alpha-3/beta-3/gamma-2 3
16384707 10.1016/j.bmcl.2005.12.027 GABA-A receptor; alpha-5/beta-3/gamma-2 2
16384707 10.1016/j.bmcl.2005.12.027 GABA-A receptor; alpha-3/beta-3/gamma-2 2
16384707 10.1016/j.bmcl.2005.12.027 GABA-A receptor; alpha-1/beta-3/gamma-2 2
16480260 10.1021/jm051200u GABA-A receptor; alpha-1/beta-3/gamma-2 2
16392789 10.1021/jm051065l GABA-A receptor; anion channel 2
16392789 10.1021/jm051065l Squirrel monkey 2
16386900 10.1016/j.bmcl.2005.12.044 GABA-A receptor; alpha-2/beta-3/gamma-2 1
16386900 10.1016/j.bmcl.2005.12.044 GABA-A receptor; alpha-5/beta-3/gamma-2 1
16480260 10.1021/jm051200u GABA-A receptor; alpha-3/beta-3/gamma-2 1
16480260 10.1021/jm051200u GABA-A receptor; alpha-2/beta-3/gamma-2 1

Data from ChEMBL 36 via Core Engine