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ID: ALA4084955
Max Phase: Preclinical
Molecular Formula: C12H9N3
Molecular Weight: 195.22
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: c1cc(-c2c[nH]c3cnccc23)ccn1
Standard InChI: InChI=1S/C12H9N3/c1-4-13-5-2-9(1)11-7-15-12-8-14-6-3-10(11)12/h1-8,15H
Standard InChI Key: KURWIPZCULOEEY-UHFFFAOYSA-N
Associated Targets(Human)
Nuclear factor of activated T-cells cytoplasmic 1 86 Activities
Dual-specificity tyrosine-phosphorylation regulated kinase 1A 6484 Activities
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Serine/threonine-protein kinase SRPK1 2359 Activities
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Ribosomal protein S6 kinase alpha 3 4284 Activities
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Serine/threonine-protein kinase PRP4 homolog 270 Activities
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Phosphatidylinositol-5-phosphate 4-kinase type-2 gamma 641 Activities
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Tudor domain-containing protein 7 4 Activities
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Proto-oncogene tyrosine-protein kinase MER 2687 Activities
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Serine/threonine-protein kinase c-TAK1 2532 Activities
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MAP/microtubule affinity-regulating kinase 2 2524 Activities
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Dual specificity mitogen-activated protein kinase kinase 1 4127 Activities
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Tyrosine-protein kinase FER 2362 Activities
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Tyrosine-protein kinase ABL 18331 Activities
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Serine/threonine-protein kinase 32C 348 Activities
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Serine/threonine-protein kinase WNK1 297 Activities
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Serine/threonine-protein kinase WNK2 570 Activities
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Serine/threonine-protein kinase WEE1 1772 Activities
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Serine/threonine-protein kinase ULK3 913 Activities
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Serine/threonine-protein kinase ULK1 1002 Activities
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Serine/threonine-protein kinase tousled-like 2 710 Activities
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Serine/threonine-protein kinase tousled-like 1 422 Activities
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Serine/threonine-protein kinase TAO2 964 Activities
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Serine/threonine-protein kinase TAO1 2019 Activities
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Tyrosine-protein kinase SYK 7372 Activities
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STE20-related kinase adapter protein beta 20 Activities
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STE20-related kinase adapter protein alpha 270 Activities
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Serine/threonine-protein kinase SRPK2 719 Activities
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SNF-related serine/threonine-protein kinase 264 Activities
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Serine/threonine-protein kinase 2 1640 Activities
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Serine/threonine-protein kinase Sgk3 1431 Activities
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Ribosomal protein S6 kinase alpha 6 2027 Activities
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Ribosomal protein S6 kinase alpha 1 2796 Activities
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Rho-associated protein kinase 2 6206 Activities
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Rho-associated protein kinase 1 4723 Activities
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Serine/threonine-protein kinase PLK1 28605 Activities
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Interferon-induced, double-stranded RNA-activated protein kinase 504 Activities
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Protein kinase N2 1991 Activities
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Serine/threonine-protein kinase D2 2847 Activities
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Protein kinase C iota 2821 Activities
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PITSLRE serine/threonine-protein kinase CDC2L1 327 Activities
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Phosphatidylinositol-5-phosphate 4-kinase type-2 alpha 1501 Activities
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Serine/threonine-protein kinase PFTAIRE-1 331 Activities
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Serine/threonine-protein kinase PCTAIRE-3 328 Activities
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Serine/threonine-protein kinase PCTAIRE-1 829 Activities
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MAP kinase p38 gamma 2776 Activities
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MAP kinase p38 beta 2785 Activities
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MAP kinase p38 alpha 12866 Activities
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NUAK family SNF1-like kinase 2 630 Activities
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Serine/threonine-protein kinase NEK9 1479 Activities
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Serine/threonine-protein kinase Nek8 44 Activities
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Serine/threonine-protein kinase NEK7 1804 Activities
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Serine/threonine-protein kinase Nek3 902 Activities
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Serine/threonine-protein kinase 38-like 518 Activities
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Serine/threonine-protein kinase 38 498 Activities
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Myosin IIIA 277 Activities
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Serine/threonine-protein kinase MST4 1915 Activities
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Serine/threonine-protein kinase 24 980 Activities
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Serine/threonine-protein kinase MST2 3069 Activities
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Serine/threonine-protein kinase MST1 2643 Activities
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Mitogen-activated protein kinase kinase kinase MLK4 33 Activities
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Tyrosine-protein kinase receptor TYRO3 2906 Activities
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Serine/threonine-protein kinase greatwall 23 Activities
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Microtubule-associated serine/threonine-protein kinase 3 49 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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MAP/microtubule affinity-regulating kinase 4 1536 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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MAP kinase-activated protein kinase 3 2212 Activities
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Mitogen-activated protein kinase kinase kinase 5 1965 Activities
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Mitogen-activated protein kinase kinase kinase 4 595 Activities
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Mitogen-activated protein kinase kinase kinase 2 593 Activities
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Dual specificity mitogen-activated protein kinase kinase 5 650 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Dual specificity mitogen-activated protein kinase kinase 4 1051 Activities
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Dual specificity mitogen-activated protein kinase kinase 3 632 Activities
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Dual specificity mitogen-activated protein kinase kinase 2 1262 Activities
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Tyrosine-protein kinase Lyn 4251 Activities
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Serine/threonine-protein kinase 10 2119 Activities
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Serine/threonine-protein kinase LATS2 561 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Kinase suppressor of Ras 2 30 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mitogen-activated protein kinase kinase kinase kinase 3 674 Activities
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Mitogen-activated protein kinase kinase kinase kinase 5 1523 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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c-Jun N-terminal kinase 3 3396 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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c-Jun N-terminal kinase 1 5038 Activities
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Tyrosine-protein kinase JAK1 8569 Activities
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Interleukin-1 receptor-associated kinase 4 5917 Activities
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Interleukin-1 receptor-associated kinase 1 1749 Activities
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Serine/threonine-protein kinase ILK-1 603 Activities
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Inhibitor of nuclear factor kappa B kinase beta subunit 5554 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Receptor protein-tyrosine kinase erbB-2 7851 Activities
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Glycogen synthase kinase-3 beta 11785 Activities
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Eukaryotic translation initiation factor 2-alpha kinase 4 471 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Hexokinase type IV 3191 Activities
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Tyrosine-protein kinase SRC 10310 Activities
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Serine/threonine-protein kinase mTOR 13850 Activities
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Mitogen-activated protein kinase 7 929 Activities
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Ephrin type-A receptor 7 1002 Activities
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Serine/threonine-protein kinase EEF2K 1246 Activities
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Dual specificity tyrosine-phosphorylation-regulated kinase 1B 2654 Activities
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Diacylglycerol kinase eta 12 Activities
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Tyrosine-protein kinase CSK 2395 Activities
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Dual specificity protein kinase CLK3 2711 Activities
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Casein kinase I gamma 2 2539 Activities
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Casein kinase I delta 4546 Activities
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Casein kinase I alpha 2581 Activities
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Serine/threonine-protein kinase Chk2 4015 Activities
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Serine/threonine-protein kinase Chk1 6846 Activities
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Cyclin-dependent kinase 9 2495 Activities
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Cyclin-dependent kinase 7 1512 Activities
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Cyclin-dependent kinase 5 3021 Activities
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Cyclin-dependent kinase 2 9050 Activities
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Cell division protein kinase 8 1536 Activities
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Cyclin-dependent kinase 10 88 Activities
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Cyclin-dependent kinase 1 3927 Activities
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Cyclin-dependent kinase 20 3 Activities
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CaM-kinase kinase beta 1281 Activities
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CaM kinase II delta 2813 Activities
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CaM kinase II beta 1626 Activities
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CaM kinase I delta 2141 Activities
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CaM kinase I alpha 1664 Activities
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Serine/threonine-protein kinase B-raf 11587 Activities
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Serine/threonine-protein kinase Aurora-C 1780 Activities
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Serine/threonine-protein kinase Aurora-A 10240 Activities
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Serine/threonine-protein kinase A-Raf 405 Activities
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AMP-activated protein kinase, alpha-2 subunit 1328 Activities
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AMP-activated protein kinase, alpha-1 subunit 2493 Activities
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Serine/threonine-protein kinase AKT 9192 Activities
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Tyrosine-protein kinase ABL2 1851 Activities
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Serine/threonine-protein kinase WNK4 156 Activities
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Serine/threonine-protein kinase SMG1 61 Activities
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PI4-kinase beta subunit 1593 Activities
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DNA-dependent protein kinase 1929 Activities
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Dual specificity mitogen-activated protein kinase kinase 6 1284 Activities
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Ephrin type-B receptor 4 3198 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Serine/threonine-protein kinase WNK3 529 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Serine/threonine-protein kinase VRK2 740 Activities
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Serine/threonine-protein kinase TBK1 3746 Activities
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Serine/threonine-protein kinase TAO3 1005 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mitogen-activated protein kinase kinase kinase 7 1167 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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STE20/SPS1-related proline-alanine-rich protein kinase 342 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Ribosomal protein S6 kinase delta-1 23 Activities
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Ribosomal protein S6 kinase alpha 2 2184 Activities
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Serine/threonine-protein kinase RAF 4169 Activities
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TP53-regulating kinase 277 Activities
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Protein kinase N1 787 Activities
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Protein kinase C nu 2315 Activities
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Protein kinase C mu 1904 Activities
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1-phosphatidylinositol 3-phosphate 5-kinase 270 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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PI3-kinase p110-beta subunit 4044 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Phosphatidylinositol 3-kinase catalytic subunit type 3 535 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Putative phosphatidylinositol 4-kinase alpha-like protein P2 13 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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PI4-kinase alpha subunit 184 Activities
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Phosphorylase kinase gamma subunit 2 2281 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Eukaryotic translation initiation factor 2-alpha kinase 3 635 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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PAN2-PAN3 deadenylation complex subunit PAN3 18 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Ribosomal protein S6 kinase 2 100 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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MAP kinase p38 delta 2605 Activities
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Serine/threonine-protein kinase OSR1 463 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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NUAK family SNF1-like kinase 1 1769 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Serine/threonine protein kinase NLK 977 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Serine/threonine-protein kinase NEK6 1986 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Serine/threonine-protein kinase Nek4 980 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Serine/threonine-protein kinase Nek1 1886 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Myosin-IIIB 314 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Serine/threonine-protein kinase 25 577 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Ribosomal protein S6 kinase alpha 4 2104 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Ribosomal protein S6 kinase alpha 5 3355 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mitogen-activated protein kinase kinase kinase 11 808 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Maternal embryonic leucine zipper kinase 3491 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Microtubule-associated serine/threonine-protein kinase 2 7 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Microtubule-associated serine/threonine-protein kinase 1 236 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Serine/threonine-protein kinase MARK1 1633 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mitogen-activated protein kinase kinase kinase 6 505 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mitogen-activated protein kinase kinase kinase 3 562 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mitogen-activated protein kinase kinase kinase 15 236 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mitogen-activated protein kinase kinase kinase 1 590 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Dual specificity mitogen-activated protein kinase kinase 7 1145 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Serine/threonine-protein kinase 11 1020 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Serine/threonine-protein kinase LATS1 877 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Kinase suppressor of Ras 1 31 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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c-Jun N-terminal kinase 2 4655 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Serine/threonine-protein kinase/endoribonuclease IRE1 1682 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Inhibitor of nuclear factor kappa B kinase epsilon subunit 3311 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Inhibitor of nuclear factor kappa B kinase alpha subunit 3170 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Receptor tyrosine-protein kinase erbB-3 297 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Glycogen synthase kinase-3 alpha 3764 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Tyrosine-protein kinase YES 2781 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Tyrosine-protein kinase FYN 5308 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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MAP kinase ERK2 25055 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
MAP kinase ERK1 4725 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Ephrin type-B receptor 2 1899 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Ephrin type-A receptor 2 3499 Activities
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Epidermal growth factor receptor erbB1 33727 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Diacylglycerol kinase alpha 73 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Casein kinase II alpha 3512 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Casein kinase I epsilon 1412 Activities
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|---|
Cyclin-dependent kinase 4 2749 Activities
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Peripheral plasma membrane protein CASK 334 Activities
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CaM-kinase kinase alpha 487 Activities
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CaM kinase IV 2116 Activities
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CaM kinase II gamma 1752 Activities
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CaM kinase II alpha 1938 Activities
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Serine/threonine-protein kinase Aurora-B 6805 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Serine-protein kinase ATR 986 Activities
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Receptor-interacting serine/threonine-protein kinase 4 245 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Serine/threonine-protein kinase AKT3 3157 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Serine/threonine-protein kinase AKT2 4301 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Tyrosine kinase non-receptor protein 2 2836 Activities
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|---|
Molecule Features
| Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
| Molecule Type: Small molecule | Topical: No | First In Class: No | Black Box: No |
| Chirality: No | Availability: No | Prodrug: No |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Properties
| Molecular Weight: 195.22 | Molecular Weight (Monoisotopic): 195.0796 | AlogP: 2.62 | #Rotatable Bonds: 1 |
| Polar Surface Area: 41.57 | Molecular Species: NEUTRAL | HBA: 2 | HBD: 1 |
| #RO5 Violations: 0 | HBA (Lipinski): 3 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 5.36 | CX LogP: 1.28 | CX LogD: 1.28 |
| Aromatic Rings: 3 | Heavy Atoms: 15 | QED Weighted: 0.65 | Np Likeness Score: -0.26 |
References
| 1. Shaw SJ, Goff DA, Lin N, Singh R, Li W, McLaughlin J, Baltgalvis KA, Payan DG, Kinsella TM.. (2017) Developing DYRK inhibitors derived from the meridianins as a means of increasing levels of NFAT in the nucleus., 27 (11): [PMID:28408219] [10.1016/j.bmcl.2017.03.037] |
Source
Source(1):