GSK-690693

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Synonyms
Status
Molecule Category Free-form
UNII GWH480321B
EPA CompTox DTXSID60239551

Structure

InChI Key KGPGFQWBCSZGEL-ZDUSSCGKSA-N
Smiles CCn1c(-c2nonc2N)nc2c(C#CC(C)(C)O)ncc(OC[C@H]3CCCNC3)c21
InChI
InChI=1S/C21H27N7O3/c1-4-28-18-15(30-12-13-6-5-9-23-10-13)11-24-14(7-8-21(2,3)29)16(18)25-20(28)17-19(22)27-31-26-17/h11,13,23,29H,4-6,9-10,12H2,1-3H3,(H2,22,27)/t13-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C21H27N7O3
Molecular Weight 425.49
AlogP 1.58
Hydrogen Bond Acceptor 10.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 5.0
Polar Surface Area 137.14
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 31.0

Pharmacology

Mechanism of Action Action Reference
Protein kinase C (PKC) inhibitor INHIBITOR PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase AKT family
- 0.6-140 2.1-3 1-13 58.3-99.5
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase DMPK family AGC protein kinase CRIK subfamily
- - 200 - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase DMPK family AGC protein kinase ROCK subfamily
- 890 200-280 - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase GRK family AGC protein kinase GRK subfamily
- - 380-610 - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase NDR family
- - 140 - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKA family
- 5 7.2-19 - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKC family AGC protein kinase PKC alpha subfamily
- 19 - - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKC family AGC protein kinase PKC delta subfamily
- 2-14 16-54 - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKC family AGC protein kinase PKC eta subfamily
- 2-21 2.4-5.3 - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKC family AGC protein kinase PKC iota subfamily
- - 250 - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKG family
- 33 3.1-210 - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase PKN family
- - 34 - -
Enzyme Kinase Protein Kinase AGC protein kinase group AGC protein kinase RSK family AGC protein kinase MSK subfamily
- - 51-160 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase CAMK1 family CAMK protein kinase AMPK subfamily
- 50 - - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase CAMK1 family CAMK protein kinase MARK subfamily
- - 720 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase CAMK1 family CAMK protein kinase MELK subfamily
- - 890 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase CAMK1 family CAMK protein kinase NuaK subfamily
- - 86-420 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase CAMK1 family
- 50 86-420 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase DAPK family
- 81 560 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase DCAMK1 family
- - 110 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase PIM family
- - 680-940 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase PKD family
- - 990 - -
Enzyme Kinase Protein Kinase CAMK protein kinase group CAMK protein kinase RSKb family CAMK protein kinase MSKb subfamily
- - 51-160 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase CLK family
- - 730 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase DYRK family CMGC protein kinase HIPK subfamily
- - 200-510 - -
Enzyme Kinase Protein Kinase CMGC protein kinase group CMGC protein kinase GSK family
- 138 100 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE11 family STE protein kinase MEKK2
- - 340-880 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE11 family
- - 340-880 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase PAKA subfamily
- - 270-550 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase PAKB subfamily
- 6-52 8.9-21 - -
Enzyme Kinase Protein Kinase STE protein kinase group STE protein kinase STE20 family STE protein kinase TAO subfamily
- - 620 - -
Enzyme Kinase Protein Kinase TK protein kinase group Tyrosine protein kinase PDGFR family
- - 130-360 - -
Enzyme Kinase Protein Kinase
- 0.6-140 2.1-3 1-13 58.3-99.5
EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Homo sapiens
- 0.6-890 - 1-13 58.3-99.5
Rattus norvegicus
- 50 - - -

Target Conservation

Protein: Protein kinase C (PKC)
Description: Serine/threonine-protein kinase D3
Organism : Homo sapiens
O94806 ENSG00000115825
Protein: Protein kinase C (PKC)
Description: Protein kinase C gamma type
Organism : Homo sapiens
P05129 ENSG00000126583
Protein: Protein kinase C (PKC)
Description: Protein kinase C beta type
Organism : Homo sapiens
P05771 ENSG00000166501
Protein: Protein kinase C (PKC)
Description: Protein kinase C alpha type
Organism : Homo sapiens
P17252 ENSG00000154229
Protein: cAMP-dependent protein kinase (PKA)
Description: cAMP-dependent protein kinase catalytic subunit alpha
Organism : Homo sapiens
P17612 ENSG00000072062
Protein: cAMP-dependent protein kinase (PKA)
Description: cAMP-dependent protein kinase catalytic subunit gamma
Organism : Homo sapiens
P22612 ENSG00000165059
Protein: cAMP-dependent protein kinase (PKA)
Description: cAMP-dependent protein kinase catalytic subunit beta
Organism : Homo sapiens
P22694 ENSG00000142875
Protein: Protein kinase C (PKC)
Description: Protein kinase C eta type
Organism : Homo sapiens
P24723 ENSG00000027075
Protein: Serine/threonine-protein kinase AKT
Description: RAC-alpha serine/threonine-protein kinase
Organism : Homo sapiens
P31749 ENSG00000142208
Protein: Serine/threonine-protein kinase AKT
Description: RAC-beta serine/threonine-protein kinase
Organism : Homo sapiens
P31751 ENSG00000105221
Protein: Protein kinase C (PKC)
Description: Protein kinase C iota type
Organism : Homo sapiens
P41743 ENSG00000163558
Protein: Protein kinase C (PKC)
Description: Protein kinase C epsilon type
Organism : Homo sapiens
Q02156 ENSG00000171132
Protein: Protein kinase C (PKC)
Description: Protein kinase C theta type
Organism : Homo sapiens
Q04759 ENSG00000065675
Protein: Protein kinase C (PKC)
Description: Protein kinase C zeta type
Organism : Homo sapiens
Q05513 ENSG00000067606
Protein: Protein kinase C (PKC)
Description: Protein kinase C delta type
Organism : Homo sapiens
Q05655 ENSG00000163932
Protein: Protein kinase C (PKC)
Description: Serine/threonine-protein kinase D1
Organism : Homo sapiens
Q15139 ENSG00000184304
Protein: Serine/threonine-protein kinase AKT
Description: RAC-gamma serine/threonine-protein kinase
Organism : Homo sapiens
Q9Y243 ENSG00000117020

Cross References

Resources Reference
ChEBI 90677
ChEMBL CHEMBL494089
DrugBank DB12745
FDA SRS GWH480321B
Guide to Pharmacology 5196
PDB G93
PubChem 16725726
SureChEMBL SCHEMBL310452
ZINC ZINC000034285211
CONTENTS