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ID: ALA1909401
Max Phase: Preclinical
Molecular Formula: C25H21FLiN5O3
Molecular Weight: 459.48
Molecule Type: Small molecule
Associated Items:
Representations
Synonyms (2): SB-285234-W | SB-285234
Synonyms from Alternative Forms(2):
Canonical SMILES: O=C([O-])c1ccc(Oc2nccc(-c3c(-c4ccc(F)cc4)ncn3C3CCNCC3)n2)cc1.[Li+]
Standard InChI: InChI=1S/C25H22FN5O3.Li/c26-18-5-1-16(2-6-18)22-23(31(15-29-22)19-9-12-27-13-10-19)21-11-14-28-25(30-21)34-20-7-3-17(4-8-20)24(32)33;/h1-8,11,14-15,19,27H,9-10,12-13H2,(H,32,33);/q;+1/p-1
Standard InChI Key: KUUOIZXIXAEQRY-UHFFFAOYSA-M
Associated Targets(Human)
Serine/threonine-protein kinase AKT 9192 Activities
Serine/threonine-protein kinase AKT2 4301 Activities
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Serine/threonine-protein kinase AKT3 3157 Activities
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G protein-coupled receptor kinase 6 1545 Activities
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G protein-coupled receptor kinase 7 1362 Activities
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Serine/threonine-protein kinase MRCK-A 2525 Activities
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Serine/threonine-protein kinase MRCK beta 1668 Activities
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Ribosomal protein S6 kinase alpha 5 3355 Activities
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Ribosomal protein S6 kinase alpha 4 2104 Activities
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Ribosomal protein S6 kinase 1 4456 Activities
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3-phosphoinositide dependent protein kinase-1 3758 Activities
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cAMP-dependent protein kinase alpha-catalytic subunit 3475 Activities
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Protein kinase C alpha 5923 Activities
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Protein kinase C beta 4071 Activities
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Protein kinase C eta 1863 Activities
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Protein kinase C gamma 2471 Activities
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Protein kinase C iota 2821 Activities
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Protein kinase C theta 3319 Activities
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Protein kinase C mu 1904 Activities
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Serine/threonine-protein kinase D2 2847 Activities
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Protein kinase C nu 2315 Activities
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cGMP-dependent protein kinase 1 beta 2814 Activities
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cGMP-dependent protein kinase 2 1612 Activities
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Serine/threonine-protein kinase PRKX 2278 Activities
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Rho-associated protein kinase 1 4723 Activities
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Rho-associated protein kinase 2 6206 Activities
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Ribosomal protein S6 kinase alpha 1 2796 Activities
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Ribosomal protein S6 kinase alpha 3 4284 Activities
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Ribosomal protein S6 kinase alpha 2 2184 Activities
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Ribosomal protein S6 kinase alpha 6 2027 Activities
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Serine/threonine-protein kinase Sgk1 2343 Activities
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Serine/threonine-protein kinase Sgk2 2068 Activities
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Serine/threonine-protein kinase Sgk3 1431 Activities
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AMP-activated protein kinase, alpha-1 subunit 2493 Activities
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AMP-activated protein kinase, alpha-2 subunit 1328 Activities
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NUAK family SNF1-like kinase 1 1769 Activities
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BR serine/threonine-protein kinase 1 2120 Activities
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BR serine/threonine-protein kinase 2 1562 Activities
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CaM kinase I delta 2141 Activities
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CaM kinase II alpha 1938 Activities
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CaM kinase II delta 2813 Activities
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CaM kinase IV 2116 Activities
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Serine/threonine-protein kinase Chk1 6846 Activities
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Serine/threonine-protein kinase Chk2 4015 Activities
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Death-associated protein kinase 1 1664 Activities
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Serine/threonine-protein kinase DCLK2 1443 Activities
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MAP kinase-activated protein kinase 2 4814 Activities
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MAP kinase-activated protein kinase 3 2212 Activities
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Serine/threonine-protein kinase MARK1 1633 Activities
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Serine/threonine-protein kinase c-TAK1 2532 Activities
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MAP/microtubule affinity-regulating kinase 4 1536 Activities
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Maternal embryonic leucine zipper kinase 3491 Activities
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MAP kinase-interacting serine/threonine-protein kinase MNK1 2071 Activities
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MAP kinase signal-integrating kinase 2 3518 Activities
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MAP/microtubule affinity-regulating kinase 2 2524 Activities
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PAS domain-containing serine/threonine-protein kinase 3504 Activities
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Phosphorylase kinase gamma subunit 1 1145 Activities
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Phosphorylase kinase gamma subunit 2 2281 Activities
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Serine/threonine-protein kinase PIM1 9629 Activities
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Serine/threonine-protein kinase PIM2 5873 Activities
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Serine/threonine-protein kinase PIM3 4133 Activities
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MAP kinase-activated protein kinase 5 2831 Activities
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Serine/threonine-protein kinase SIK1 1440 Activities
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Serine/threonine-protein kinase SIK2 1467 Activities
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Serine/threonine-protein kinase TBK1 3746 Activities
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Testis-specific serine/threonine-protein kinase 1 2038 Activities
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Testis-specific serine/threonine-protein kinase 2 1720 Activities
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Casein kinase I alpha 2581 Activities
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Casein kinase I gamma 1 2496 Activities
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Casein kinase I gamma 2 2539 Activities
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Casein kinase I isoform gamma-3 2408 Activities
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Cyclin-dependent kinase 1 3927 Activities
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Cyclin-dependent kinase 2 9050 Activities
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CDK3/Cyclin E 905 Activities
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Cyclin-dependent kinase 4 2749 Activities
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Cyclin-dependent kinase 5 3021 Activities
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Cyclin-dependent kinase 6 1724 Activities
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Dual specificity protein kinase CLK2 3942 Activities
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Dual specificity protein kinase CLK3 2711 Activities
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Dual-specificity tyrosine-phosphorylation regulated kinase 1A 6484 Activities
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Dual specificity tyrosine-phosphorylation-regulated kinase 1B 2654 Activities
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Dual-specificity tyrosine-phosphorylation regulated kinase 2 2095 Activities
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Glycogen synthase kinase-3 alpha 3764 Activities
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Glycogen synthase kinase-3 beta 11785 Activities
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Homeodomain-interacting protein kinase 1 1559 Activities
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Homeodomain-interacting protein kinase 4 1718 Activities
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c-Jun N-terminal kinase 2 4655 Activities
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MAP kinase ERK2 25055 Activities
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MAP kinase ERK1 4725 Activities
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Serine/threonine-protein kinase SRPK3 1445 Activities
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MAP kinase p38 alpha 12866 Activities
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MAP kinase p38 beta 2785 Activities
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MAP kinase p38 delta 2605 Activities
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MAP kinase p38 gamma 2776 Activities
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Serine/threonine-protein kinase SRPK1 2359 Activities
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PI3-kinase p110-alpha subunit 12269 Activities
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PI3-kinase p110-delta subunit 6699 Activities
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PI4-kinase beta subunit 1593 Activities
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Sphingosine kinase 1 1990 Activities
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Sphingosine kinase 2 1579 Activities
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Casein kinase II alpha 3512 Activities
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Inhibitor of nuclear factor kappa B kinase alpha subunit 3170 Activities
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Inhibitor of nuclear factor kappa B kinase beta subunit 5554 Activities
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Inhibitor of nuclear factor kappa B kinase epsilon subunit 3311 Activities
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Serine/threonine-protein kinase Nek1 1886 Activities
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Serine/threonine-protein kinase NEK2 3514 Activities
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Serine/threonine-protein kinase NEK6 1986 Activities
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Serine/threonine-protein kinase NEK7 1804 Activities
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Serine/threonine-protein kinase NEK9 1479 Activities
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Serine/threonine-protein kinase PLK1 28605 Activities
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Dual specificity protein kinase TTK 2978 Activities
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Serine/threonine-protein kinase Aurora-A 10240 Activities
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Serine/threonine-protein kinase Aurora-B 6805 Activities
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Serine/threonine-protein kinase Aurora-C 1780 Activities
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Serine/threonine-protein kinase 10 2119 Activities
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Mitogen-activated protein kinase kinase kinase kinase 2 2692 Activities
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Mitogen-activated protein kinase kinase kinase kinase 4 2886 Activities
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Dual specificity mitogen-activated protein kinase kinase 1 4127 Activities
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Misshapen-like kinase 1 2339 Activities
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Serine/threonine-protein kinase MST1 2643 Activities
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Serine/threonine-protein kinase MST2 3069 Activities
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Serine/threonine-protein kinase MST4 1915 Activities
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Serine/threonine-protein kinase PAK 1 2601 Activities
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Serine/threonine-protein kinase PAK 2 1925 Activities
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Serine/threonine-protein kinase PAK 3 1514 Activities
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Serine/threonine-protein kinase PAK7 1760 Activities
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Serine/threonine-protein kinase PAK6 1915 Activities
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Tyrosine-protein kinase ABL 18331 Activities
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ALK tyrosine kinase receptor 7132 Activities
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Tyrosine-protein kinase ABL2 1851 Activities
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Tyrosine-protein kinase receptor UFO 3469 Activities
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Tyrosine-protein kinase BLK 2498 Activities
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Tyrosine-protein kinase BMX 1995 Activities
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Tyrosine-protein kinase BRK 2605 Activities
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Tyrosine-protein kinase BTK 8973 Activities
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Tyrosine-protein kinase CSK 2395 Activities
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Discoidin domain-containing receptor 2 2199 Activities
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Epidermal growth factor receptor erbB1 33727 Activities
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Ephrin type-A receptor 2 3499 Activities
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Ephrin type-A receptor 3 1582 Activities
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Ephrin type-A receptor 4 2022 Activities
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Ephrin type-B receptor 2 1899 Activities
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Ephrin type-B receptor 3 1881 Activities
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Ephrin type-B receptor 4 3198 Activities
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Receptor protein-tyrosine kinase erbB-2 7851 Activities
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Receptor protein-tyrosine kinase erbB-4 2748 Activities
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Tyrosine-protein kinase FER 2362 Activities
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Tyrosine-protein kinase FES 2339 Activities
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Fibroblast growth factor receptor 1 9149 Activities
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Fibroblast growth factor receptor 2 3405 Activities
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Fibroblast growth factor receptor 3 7811 Activities
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Fibroblast growth factor receptor 4 3668 Activities
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Tyrosine-protein kinase FGR 1748 Activities
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Vascular endothelial growth factor receptor 1 6262 Activities
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Tyrosine-protein kinase receptor FLT3 13481 Activities
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Vascular endothelial growth factor receptor 3 3216 Activities
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Macrophage colony stimulating factor receptor 5179 Activities
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Tyrosine-protein kinase FYN 5308 Activities
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Tyrosine-protein kinase HCK 2743 Activities
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Insulin-like growth factor I receptor 8605 Activities
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Insulin receptor 5558 Activities
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Insulin receptor-related protein 1535 Activities
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Tyrosine-protein kinase ITK/TSK 3699 Activities
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Tyrosine-protein kinase JAK1 8569 Activities
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Tyrosine-protein kinase JAK2 12915 Activities
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Tyrosine-protein kinase JAK3 8349 Activities
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Vascular endothelial growth factor receptor 2 20924 Activities
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Stem cell growth factor receptor 10667 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Tyrosine-protein kinase LCK 9212 Activities
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Leukocyte tyrosine kinase receptor 1542 Activities
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Tyrosine-protein kinase Lyn 4251 Activities
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Proto-oncogene tyrosine-protein kinase MER 2687 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Hepatocyte growth factor receptor 10718 Activities
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Muscle, skeletal receptor tyrosine protein kinase 1511 Activities
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Platelet-derived growth factor receptor alpha 5682 Activities
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Platelet-derived growth factor receptor beta 5195 Activities
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Tyrosine-protein kinase FRK 2284 Activities
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Protein tyrosine kinase 2 beta 2827 Activities
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Tyrosine-protein kinase receptor RET 6732 Activities
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Macrophage-stimulating protein receptor 2327 Activities
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Proto-oncogene tyrosine-protein kinase ROS 2436 Activities
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Tyrosine-protein kinase SRC 10310 Activities
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Tyrosine-protein kinase Srms 1588 Activities
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Tyrosine-protein kinase SYK 7372 Activities
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Tyrosine-protein kinase TEC 1891 Activities
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Tyrosine-protein kinase TIE-2 3348 Activities
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Non-receptor tyrosine-protein kinase TNK1 1335 Activities
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Tyrosine kinase non-receptor protein 2 2836 Activities
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Nerve growth factor receptor Trk-A 7922 Activities
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Neurotrophic tyrosine kinase receptor type 2 3279 Activities
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NT-3 growth factor receptor 2338 Activities
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Tyrosine-protein kinase TXK 1590 Activities
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Tyrosine-protein kinase TYK2 5029 Activities
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Tyrosine-protein kinase receptor TYRO3 2906 Activities
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Tyrosine-protein kinase YES 2781 Activities
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Tyrosine-protein kinase ZAP-70 2189 Activities
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Serine/threonine-protein kinase B-raf 11587 Activities
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Serine/threonine-protein kinase RAF 4169 Activities
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Interleukin-1 receptor-associated kinase 4 5917 Activities
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Leucine-rich repeat serine/threonine-protein kinase 2 6390 Activities
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Pyruvate dehydrogenase kinase isoform 1 2021 Activities
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Associated Targets(non-human)
Renilla-luciferin 2-monooxygenase 377 Activities
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Luciferin 4-monooxygenase 66902 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: 459.48 | Molecular Weight (Monoisotopic): 459.1707 | AlogP: 4.56 | #Rotatable Bonds: 6 |
| Polar Surface Area: 102.16 | Molecular Species: ZWITTERION | HBA: 7 | HBD: 2 |
| #RO5 Violations: 0 | HBA (Lipinski): 8 | HBD (Lipinski): 2 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 4.03 | CX Basic pKa: 10.13 | CX LogP: 1.29 | CX LogD: 1.29 |
| Aromatic Rings: 4 | Heavy Atoms: 34 | QED Weighted: 0.44 | Np Likeness Score: -0.90 |
References
| 1. Compounds: GSK PKIS; Assays: Nanosyn kinase panel, [10.6019/CHEMBL1961873] |
| 2. Compounds: GSK PKIS; Assays: UNC Frye lab, [10.6019/CHEMBL2007661] |
| 3. Data associated with the publication PLoS ONE, 8(3), e57888, (2013) PMID: 23505445. Compounds: GSK PKIS; Assays: NIH NCATS, |
Source
Source(1):