BindingDB BDBM60665 BDBM50249542::US9145414, R406::US9212178, R406

BDBM60665 BDBM50249542::US9145414, R406::US9212178, R406

SMILES COc1cc(Nc2ncc(F)c(Nc3ccc4OC(C)(C)C(=O)Nc4n3)n2)cc(OC)c1OC

InChI Key InChIKey=NHHQJBCNYHBUSI-UHFFFAOYSA-N

Data 1 KI 16 IC50 454 Kd 21 EC50

PDB links: 1 PDB ID matches this monomer.

Activity Spreadsheet -- Enzyme Inhibition Constant Data from BindingDB

Found 1 hit for monomerid = 60665

Ferrochelatase, mitochondrial [R115L](Homo sapiens (Human))
Technical University of Munich

BDBM60665(BDBM50249542 | US9145414, R406 | US9212178, R406)

Kd: 3.60E+3nMAssay Description:Briefly, 5 mg of a protein mixture of the four cell lines or a single cell line were incubated with compound dilution series in DMSO (3 nM, 10 nM, 30...More data for this Ligand-Target Pair

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Targets 379▿
- Tyrosine-protein kinase SYK 24
- Tyrosine-protein kinase ABL1 15
- Epidermal growth factor receptor 12
- Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit alpha isoform 10
- Receptor-type tyrosine-protein kinase FLT3 9
- Mast/stem cell growth factor receptor Kit 9
- Proto-oncogene tyrosine-protein kinase receptor Ret 7
- Tyrosine-protein kinase JAK2 3
- Hepatocyte growth factor receptor 3
- Vascular endothelial growth factor receptor 2 3
- Serine/threonine-protein kinase Nek11 2
- Ephrin type-A receptor 6 2
- Mitogen-activated protein kinase 9 2
- Tyrosine-protein kinase JAK1 2
- Cyclin-dependent kinase 4 2
- Mitogen-activated protein kinase 8 2
- Ribosomal protein S6 kinase alpha-2 2
- Ribosomal protein S6 kinase alpha-1 2
- Non-receptor tyrosine-protein kinase TYK2 2
- Mitogen-activated protein kinase 14 2
- Serine/threonine-protein kinase B-raf 2
- Serine/threonine-protein kinase Nek9 2
- Aurora kinase B 2
- Serine/threonine-protein kinase Nek7 2
- Serine/threonine-protein kinase Nek6 2
- Fibroblast growth factor receptor 3 2
- Serine/threonine-protein kinase Nek5 2
- Serine/threonine-protein kinase Nek4 2
- Serine/threonine-protein kinase Nek3 2
- Serine/threonine-protein kinase Nek2 2
- Serine/threonine-protein kinase Nek1 2
- Tyrosine-protein kinase Lyn 2
- Ribosomal protein S6 kinase alpha-6 2
- Ribosomal protein S6 kinase alpha-4 2
- Ribosomal protein S6 kinase alpha-5 2
- Tyrosine-protein kinase ZAP-70 2
- Leucine-rich repeat serine/threonine-protein kinase 2 2
- Mitogen-activated protein kinase kinase kinase 11 2
- Tyrosine-protein kinase Tec 1
- BMP-2-inducible protein kinase 1
- Rhodopsin kinase GRK1 1
- Cyclin-dependent kinase 11B 1
- Cyclin-dependent kinase 11A 1
- Uncharacterized serine/threonine-protein kinase SBK3 1
- LIM domain kinase 1 1
- LIM domain kinase 2 1
- ALK tyrosine kinase receptor 1
- NUAK family SNF1-like kinase 2 1
- Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit beta isoform 1
- Glycogen synthase kinase-3 beta 1
- Calcium/calmodulin-dependent protein kinase type 1 1
- Protein kinase C iota type 1
- NUAK family SNF1-like kinase 1 1
- Transient receptor potential cation channel subfamily M member 6 1
- AP2-associated protein kinase 1 1
- Calcium/calmodulin-dependent protein kinase type II subunit beta 1
- Phosphorylase b kinase gamma catalytic chain, skeletal muscle/heart isoform 1
- Serine/threonine-protein kinase PAK 1 1
- Protein kinase C theta type 1
- Serine/threonine-protein kinase PAK 2 1
- Serine/threonine-protein kinase PAK 3 1
- Dual specificity mitogen-activated protein kinase kinase 2 1
- Serine/threonine-protein kinase PAK 4 1
- Phosphatidylinositol 5-phosphate 4-kinase type-2 beta 1
- Serine/threonine-protein kinase tousled-like 2 1
- Dual specificity mitogen-activated protein kinase kinase 3 1
- Serine/threonine-protein kinase PAK 5 1
- Serine/threonine-protein kinase PAK 6 1
- Serine/threonine-protein kinase tousled-like 1 1
- Tyrosine-protein kinase JAK3 1
- Dual specificity mitogen-activated protein kinase kinase 1 1
- Dual specificity mitogen-activated protein kinase kinase 6 1
- Dual specificity mitogen-activated protein kinase kinase 7 1
- Dual specificity mitogen-activated protein kinase kinase 4 1
- Dual specificity mitogen-activated protein kinase kinase 5 1
- Casein kinase I isoform gamma-3 1
- Casein kinase I isoform gamma-2 1
- Serine/threonine-protein kinase Sgk3 1
- Casein kinase I isoform epsilon 1
- Casein kinase I isoform gamma-1 1
- Myosin light chain kinase 3 1
- Ephrin type-A receptor 1 1
- Ephrin type-A receptor 3 1
- Ephrin type-A receptor 2 1
- Ephrin type-A receptor 5 1
- Tyrosine-protein kinase BTK 1
- Ephrin type-A receptor 4 1
- Tyrosine-protein kinase receptor UFO 1
- Insulin-like growth factor 1 receptor 1
- Activin receptor type-1 1
- Myosin light chain kinase 2, skeletal/cardiac muscle 1
- Tyrosine-protein kinase Srms 1
- Wee1-like protein kinase 1
- Serine/threonine-protein kinase/endoribonuclease IRE1 1
- Serine/threonine-protein kinase MAK 1
- Phosphatidylinositol 3-kinase C2 domain-containing subunit gamma 1
- Ankyrin repeat and protein kinase domain-containing protein 1 1
- Focal adhesion kinase 1 1
- Phosphatidylinositol 4-phosphate 5-kinase type-1 gamma 1
- Cyclin-dependent kinase 2 1
- Tyrosine-protein kinase TXK 1
- Rhodopsin kinase GRK7 1
- Ephrin type-A receptor 8 1
- Phosphatidylinositol 4-kinase beta 1
- Bile salt export pump 1
- Death-associated protein kinase 2 1
- Death-associated protein kinase 1 1
- Serine/threonine-protein kinase D2 1
- Serine/threonine-protein kinase D3 1
- TGF-beta receptor type-2 1
- Serine/threonine-protein kinase D1 1
- Dual specificity tyrosine-phosphorylation-regulated kinase 1B 1
- Dual serine/threonine and tyrosine protein kinase 1
- Dual specificity tyrosine-phosphorylation-regulated kinase 1A 1
- Death-associated protein kinase 3 1
- Cyclin-dependent kinase 9 1
- Serine/threonine-protein kinase pim-3 1
- Cyclin-dependent kinase 8 1
- Cyclin-dependent kinase 7 1
- Serine/threonine-protein kinase pim-1 1
- Cyclin-dependent kinase 5 1
- Serine/threonine-protein kinase pim-2 1
- Serine/threonine-protein kinase 38 1
- Serine/threonine-protein kinase 35 1
- Cyclin-dependent kinase 3 1
- Serine/threonine-protein kinase 36 1
- Cyclin-dependent kinase 16 1
- Testis-specific serine/threonine-protein kinase 1 1
- Protein kinase C epsilon type 1
- Cyclin-dependent kinase 17 1
- Bone morphogenetic protein receptor type-2 1
- Cyclin-dependent kinase 19 1
- Cyclin-dependent kinase 2 homolog 1
- Protein-tyrosine kinase 6 1
- Casein kinase II subunit alpha 1
- Cyclin-dependent kinase 13 1
- Cyclin-dependent kinase 14 1
- Cyclin-dependent kinase 15 1
- Leukocyte tyrosine kinase receptor 1
- Cytoplasmic tyrosine-protein kinase BMX 1
- Tyrosine-protein kinase ABL2 1
- Atypical kinase COQ8B, mitochondrial 1
- Microtubule-associated serine/threonine-protein kinase 1 1
- Calcium/calmodulin-dependent protein kinase type II subunit alpha 1
- cGMP-dependent protein kinase 2 1
- Rho-associated protein kinase 2 1
- cGMP-dependent protein kinase 1 1
- Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform 1
- Rho-associated protein kinase 1 1
- Serine/threonine-protein kinase ULK1 1
- Serine/threonine-protein kinase SIK2 1
- Tyrosine-protein kinase Fes/Fps 1
- Serine/threonine-protein kinase SIK1 1
- Serine/threonine-protein kinase ULK2 1
- Serine/threonine-protein kinase ULK3 1
- 3-phosphoinositide-dependent protein kinase 1 1
- Mitogen-activated protein kinase 1 1
- Serine/threonine-protein kinase 3 1
- Mitogen-activated protein kinase 3 1
- Discoidin domain-containing receptor 2 1
- Mitogen-activated protein kinase 4 1
- Serine/threonine-protein kinase 4 1
- Ferrochelatase, mitochondrial [R115L] 1
- SRSF protein kinase 3 1
- SRSF protein kinase 2 1
- Mitogen-activated protein kinase 6 1
- Mitogen-activated protein kinase 7 1
- Calcium/calmodulin-dependent protein kinase type IV 1
- Serine/threonine-protein kinase TBK1 1
- Serine/threonine-protein kinase RIO1 1
- Serine/threonine-protein kinase LATS1 1
- Serine/threonine-protein kinase RIO3 1
- Serine/threonine-protein kinase 32B 1
- Serine/threonine-protein kinase RIO2 1
- Serine/threonine-protein kinase 32A 1
- Serine/threonine-protein kinase 32C 1
- Insulin receptor 1
- Tyrosine-protein kinase HCK 1
- Vascular endothelial growth factor receptor 3 1
- Vascular endothelial growth factor receptor 1 1
- Serine/threonine-protein kinase PLK1 1
- Serine/threonine-protein kinase PLK2 1
- Insulin receptor-related protein 1
- Inhibitor of nuclear factor kappa-B kinase subunit beta 1
- Serine/threonine-protein kinase NIM1 1
- Serine/threonine-protein kinase PLK3 1
- Serine/threonine-protein kinase PLK4 1
- Tyrosine-protein kinase receptor TYRO3 1
- Wee1-like protein kinase 2 1
- Serine/threonine-protein kinase BRSK1 1
- Serine/threonine-protein kinase LATS2 1
- cAMP-dependent protein kinase catalytic subunit alpha 1
- Citron Rho-interacting kinase 1
- Platelet-derived growth factor receptor alpha 1
- Serine/threonine-protein kinase BRSK2 1
- Serine/threonine-protein kinase Chk2 1
- Serine/threonine-protein kinase Chk1 1
- cAMP-dependent protein kinase catalytic subunit PRKX 1
- SRSF protein kinase 1 1
- Tyrosine-protein kinase Yes 1
- Serine/threonine-protein kinase MRCK beta 1
- Serine/threonine-protein kinase MRCK gamma 1
- Casein kinase II subunit alpha' 1
- Dual specificity tyrosine-phosphorylation-regulated kinase 2 1
- Serine/threonine-protein kinase STK11 1
- Cyclin-G-associated kinase 1
- Peripheral plasma membrane protein CASK 1
- Receptor tyrosine-protein kinase erbB-4 1
- Receptor tyrosine-protein kinase erbB-2 1
- Tyrosine-protein kinase FRK 1
- Receptor tyrosine-protein kinase erbB-3 1
- Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit delta isoform 1
- Glycogen synthase kinase-3 alpha 1
- Serine/threonine-protein kinase receptor R3 1
- Macrophage-stimulating protein receptor 1
- Cyclin-dependent kinase-like 3 1
- Serine/threonine-protein kinase SIK3 [59-1321] 1
- Cyclin-dependent kinase-like 2 1
- MAP/microtubule affinity-regulating kinase 3 1
- Homeodomain-interacting protein kinase 4 1
- Homeodomain-interacting protein kinase 3 1
- MAP kinase-interacting serine/threonine-protein kinase 2 1
- MAP kinase-interacting serine/threonine-protein kinase 1 1
- Cyclin-dependent kinase-like 5 1
- Membrane-associated tyrosine- and threonine-specific cdc2-inhibitory kinase 1
- Serine/threonine-protein kinase 10 1
- MAP/microtubule affinity-regulating kinase 4 1
- Serine/threonine-protein kinase 38-like 1
- Dual specificity protein kinase TTK 1
- Myosin-IIIb 1
- Myosin-IIIa 1
- Eukaryotic translation initiation factor 2-alpha kinase 1 1
- Serine/threonine-protein kinase mTOR 1
- Tyrosine-protein kinase ITK/TSK 1
- Myotonin-protein kinase 1
- Protein kinase C eta type 1
- Bone morphogenetic protein receptor type-1B 1
- Bone morphogenetic protein receptor type-1A 1
- Tyrosine-protein kinase Blk 1
- Receptor-interacting serine/threonine-protein kinase 1 1
- Serine/threonine-protein kinase 16 1
- Receptor-interacting serine/threonine-protein kinase 2 1
- SNF-related serine/threonine-protein kinase 1
- Non-receptor tyrosine-protein kinase TNK1 1
- Inhibitor of nuclear factor kappa-B kinase subunit epsilon 1
- Serine/threonine-protein kinase NLK 1
- Homeodomain-interacting protein kinase 2 1
- Homeodomain-interacting protein kinase 1 1
- Receptor-interacting serine/threonine-protein kinase 4 1
- Ribosomal protein S6 kinase beta-1 1
- Serine/threonine-protein kinase OSR1 1
- Casein kinase I isoform delta 1
- Cyclin-dependent kinase 18 [3-474] 1
- RAF proto-oncogene serine/threonine-protein kinase 1
- Serine/threonine-protein kinase 26 1
- Serine/threonine-protein kinase 24 1
- Serine/threonine-protein kinase 25 1
- Dual specificity testis-specific protein kinase 1 1
- Ephrin type-B receptor 3 1
- Serine/threonine-protein kinase 33 1
- Ephrin type-B receptor 4 1
- Ephrin type-B receptor 1 1
- Serine/threonine-protein kinase SBK1 1
- Ephrin type-B receptor 2 1
- Activated CDC42 kinase 1 1
- MAP kinase-activated protein kinase 2 1
- Ephrin type-B receptor 6 1
- Platelet-derived growth factor receptor beta 1
- Epithelial discoidin domain-containing receptor 1 1
- MAP kinase-activated protein kinase 5 1
- STE20/SPS1-related proline-alanine-rich protein kinase 1
- Muscle, skeletal receptor tyrosine-protein kinase 1
- Tyrosine-protein kinase Fer 1
- Calcium-dependent protein kinase 1 1
- Tyrosine-protein kinase receptor Tie-1 1
- 5'-AMP-activated protein kinase catalytic subunit alpha-2 1
- Calcium/calmodulin-dependent protein kinase type II subunit delta 1
- Proto-oncogene tyrosine-protein kinase ROS 1
- Phosphatidylinositol 5-phosphate 4-kinase type-2 gamma 1
- Serine/threonine-protein kinase TAO1 1
- Serine/threonine-protein kinase DCLK1 1
- Calcium/calmodulin-dependent protein kinase kinase 1 1
- Serine/threonine-protein kinase PknB 1
- Serine/threonine-protein kinase DCLK2 1
- Serine/threonine-protein kinase TAO3 1
- Serine/threonine-protein kinase PRP4 homolog 1
- Calcium/calmodulin-dependent protein kinase kinase 2 1
- Serine/threonine-protein kinase TAO2 1
- Serine/threonine-protein kinase DCLK3 1
- Serine/threonine-protein kinase TNNI3K 1
- Interferon-induced, double-stranded RNA-activated protein kinase 1
- Angiopoietin-1 receptor 1
- Mitogen-activated protein kinase kinase kinase kinase 2 1
- Cyclin-dependent kinase-like 1 [2-358] 1
- Mitogen-activated protein kinase kinase kinase kinase 3 1
- Mitogen-activated protein kinase kinase kinase kinase 1 1
- Serine/threonine-protein kinase MRCK alpha 1
- Casein kinase I isoform alpha-like 1
- Mitogen-activated protein kinase kinase kinase kinase 4 1
- Mitogen-activated protein kinase kinase kinase kinase 5 1
- Mitogen-activated protein kinase 15 1
- 5'-AMP-activated protein kinase catalytic subunit alpha-1 1
- Activin receptor type-1B 1
- Interleukin-1 receptor-associated kinase 4 1
- Myosin light chain kinase family member 4 1
- Mitogen-activated protein kinase kinase kinase 9 1
- Serine/threonine-protein kinase VRK2 1
- Mitogen-activated protein kinase kinase kinase 6 1
- RAC-gamma serine/threonine-protein kinase 1
- Mitogen-activated protein kinase kinase kinase 5 1
- Interleukin-1 receptor-associated kinase 1 1
- Mitogen-activated protein kinase kinase kinase 7 1
- Interleukin-1 receptor-associated kinase 3 1
- Mitogen-activated protein kinase kinase kinase 2 1
- Mitogen-activated protein kinase kinase kinase 1 1
- Mitogen-activated protein kinase kinase kinase 4 1
- Mitogen-activated protein kinase kinase kinase 3 1
- Serine/threonine-protein kinase ICK 1
- RAC-alpha serine/threonine-protein kinase 1
- Megakaryocyte-associated tyrosine-protein kinase 1
- Proto-oncogene tyrosine-protein kinase Src 1
- Activin receptor type-2B 1
- Myosin light chain kinase, smooth muscle 1
- Activin receptor type-2A 1
- BDNF/NT-3 growth factors receptor 1
- Serine/threonine-protein kinase 17A 1
- Tyrosine-protein kinase Lck 1
- Serine/threonine-protein kinase 17B 1
- Mitogen-activated protein kinase kinase kinase 19 1
- Dual specificity protein kinase CLK1 1
- Protein kinase C delta type 1
- Mitogen-activated protein kinase kinase kinase 15 1
- NT-3 growth factor receptor 1
- G protein-coupled receptor kinase 4 1
- Dual specificity protein kinase CLK4 1
- Dual specificity protein kinase CLK3 1
- Dual specificity protein kinase CLK2 1
- High affinity nerve growth factor receptor 1
- Protein-tyrosine kinase 2-beta 1
- Tyrosine-protein kinase Mer 1
- Serine/threonine-protein kinase N2 1
- cAMP-dependent protein kinase catalytic subunit beta 1
- Calcium/calmodulin-dependent protein kinase type II subunit gamma 1
- Serine/threonine-protein kinase N1 1
- Ribosomal protein S6 kinase alpha-3 1
- Phosphorylase b kinase gamma catalytic chain, liver/testis isoform 1
- Calcium/calmodulin-dependent protein kinase type 1D 1
- STE20-like serine/threonine-protein kinase 1
- Calcium/calmodulin-dependent protein kinase type 1G 1
- Hormonally up-regulated neu tumor-associated kinase 1
- Fibroblast growth factor receptor 4 1
- Tyrosine-protein kinase Fgr 1
- Phosphatidylinositol 4-phosphate 3-kinase C2 domain-containing subunit beta 1
- Aurora kinase A 1
- Mitogen-activated protein kinase kinase kinase 20 1
- Fibroblast growth factor receptor 1 1
- Fibroblast growth factor receptor 2 1
- Atypical kinase COQ8A, mitochondrial 1
- Aurora kinase C 1
- Mitogen-activated protein kinase 13 1
- Inhibitor of nuclear factor kappa-B kinase subunit alpha 1
- Mitogen-activated protein kinase 12 1
- Mitogen-activated protein kinase 11 1
- Phosphatidylinositol 4-phosphate 5-kinase type-1 alpha 1
- RAC-beta serine/threonine-protein kinase 1
- Mitogen-activated protein kinase 10 1
- Casein kinase I isoform alpha 1
- Misshapen-like kinase 1 1
- Tyrosine-protein kinase Fyn 1
- Tyrosine-protein kinase CSK 1
- Macrophage colony-stimulating factor 1 receptor 1
- eIF-2-alpha kinase GCN2 1
- Maternal embryonic leucine zipper kinase 1
- Serine/threonine-protein kinase MARK1 1
- Serine/threonine-protein kinase MARK2 1
- TRAF2 and NCK-interacting protein kinase 1
- Mitogen-activated protein kinase kinase kinase 12 1
- Mitogen-activated protein kinase kinase kinase 13 1
- Mitogen-activated protein kinase kinase kinase 10 1
- ...
Publications 12▿
- Nat Biotechnol 29: 1046-51 (2011) 442
- J Med Chem 55: 3614-43 (2012) 15
- J Med Chem 57: 3856-73 (2014) 9
- Bioorg Med Chem Lett 24: 2278-82 (2014) 6
- US Patent US9145414 (2015) 3
- J Med Chem 56: 8032-48 (2013) 2
- Drug Metab Dispos 40: 2332-41 (2012) 1
- ACS Chem Biol 11: 1245-54 (2016) 1
- Bioorg Med Chem Lett 19: 1944-9 (2009) 1
- US Patent US9212178 (2015) 1
- J Med Chem 64: 1283-1345 (2021) 1
- Eur J Med Chem 93: 523-38 (2015) 1
Institutions 11▿
- Ambit Biosciences 442
- Rigel 15
- Gilead Sciences 9
- Novartis Institutes For Biomedical Research 6
- Taiho Pharmaceutical 3
- Sichuan University 2
- Califia Bio 2
- Technical University of Munich 1
- Astrazeneca 1
- Genosco 1
- Hefei University Of Technology 1
Affinity: 0.37 to 2.0E+5 nM▿
- Ki 1
- IC50 16
- Kd 454
- EC50 21
- Affinity ≤ nM
Xtal structures: 1
Docked structures: 0
Catalog Cmpds: 1