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ID: ALA1682552
Max Phase: Preclinical
Molecular Formula: C19H20N6
Molecular Weight: 332.41
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: c1cnc2nc(-c3ccc4[nH]ncc4c3)c(NC3CCCCC3)n2c1
Standard InChI: InChI=1S/C19H20N6/c1-2-5-15(6-3-1)22-18-17(23-19-20-9-4-10-25(18)19)13-7-8-16-14(11-13)12-21-24-16/h4,7-12,15,22H,1-3,5-6H2,(H,21,24)
Standard InChI Key: CALAEFSQWBJMDU-UHFFFAOYSA-N
Associated Targets(Human)
Serine/threonine-protein kinase Aurora-B 6805 Activities
Epidermal growth factor receptor erbB1 33727 Activities
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Glycogen synthase kinase-3 beta 11785 Activities
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Tyrosine-protein kinase JAK2 12915 Activities
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Vascular endothelial growth factor receptor 2 20924 Activities
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Serine/threonine-protein kinase PAK 4 3212 Activities
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Serine/threonine-protein kinase PIM1 9629 Activities
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Rho-associated protein kinase 2 6206 Activities
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Dual specificity protein kinase CLK2 3942 Activities
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Serine/threonine-protein kinase PLK3 1916 Activities
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Serine/threonine-protein kinase MRCK-A 2525 Activities
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Casein kinase I gamma 2 2539 Activities
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ALK tyrosine kinase receptor 7132 Activities
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Tyrosine-protein kinase SYK 7372 Activities
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Inhibitor of nuclear factor kappa B kinase beta subunit 5554 Activities
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Tyrosine-protein kinase receptor UFO 3469 Activities
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CaM kinase II gamma 1752 Activities
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Serine/threonine-protein kinase AKT3 3157 Activities
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Serine/threonine-protein kinase PLK4 1882 Activities
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Serine/threonine-protein kinase EEF2K 1246 Activities
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Macrophage colony stimulating factor receptor 5179 Activities
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NT-3 growth factor receptor 2338 Activities
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Tyrosine-protein kinase CTK 763 Activities
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Protein kinase C zeta 2414 Activities
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Tyrosine-protein kinase receptor RET 6732 Activities
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BR serine/threonine-protein kinase 1 2120 Activities
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Casein kinase I isoform gamma-3 2408 Activities
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AMP-activated protein kinase, alpha-1 subunit 2493 Activities
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PDZ-binding kinase 995 Activities
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Tyrosine-protein kinase FRK 2284 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 D2 2847 Activities
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Ribosomal protein S6 kinase alpha 3 4284 Activities
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Mitogen-activated protein kinase kinase kinase kinase 4 2886 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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Protein kinase C delta 2953 Activities
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Ribosomal protein S6 kinase 1 4456 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Dual-specificity tyrosine-phosphorylation regulated kinase 1A 6484 Activities
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Serine/threonine-protein kinase MST2 3069 Activities
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Casein kinase I gamma 1 2496 Activities
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MAP kinase p38 delta 2605 Activities
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Tyrosine-protein kinase SRC 10310 Activities
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Hepatocyte growth factor receptor 10718 Activities
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Serine/threonine-protein kinase 17A 1791 Activities
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LIM domain kinase 1 2329 Activities
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Serine/threonine-protein kinase Sgk2 2068 Activities
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Stem cell growth factor receptor 10667 Activities
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Ribosomal protein S6 kinase alpha 5 3355 Activities
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Serine/threonine-protein kinase c-TAK1 2532 Activities
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Tyrosine-protein kinase Srms 1588 Activities
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Inhibitor of nuclear factor kappa B kinase alpha subunit 3170 Activities
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Serine/threonine-protein kinase Chk1 6846 Activities
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Serine/threonine-protein kinase AKT2 4301 Activities
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Mixed lineage kinase 7 1473 Activities
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Serine/threonine-protein kinase PRKX 2278 Activities
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Cyclin-dependent kinase 2 9050 Activities
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Serine/threonine-protein kinase Aurora-A 10240 Activities
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Tyrosine-protein kinase LCK 9212 Activities
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Casein kinase II alpha 3512 Activities
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Tyrosine-protein kinase Lyn 4251 Activities
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Serine/threonine-protein kinase TAO1 2019 Activities
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Serine/threonine-protein kinase PIM3 4133 Activities
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Casein kinase I delta 4546 Activities
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MAP kinase ERK2 25055 Activities
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MAP kinase-activated protein kinase 5 2831 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Nerve growth factor receptor Trk-A 7922 Activities
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Glycogen synthase kinase-3 alpha 3764 Activities
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Focal adhesion kinase 1 4730 Activities
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Serine/threonine-protein kinase SRPK1 2359 Activities
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Fibroblast growth factor receptor 1 9149 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Proto-oncogene tyrosine-protein kinase ROS 2436 Activities
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c-Jun N-terminal kinase 2 4655 Activities
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Tyrosine-protein kinase FES 2339 Activities
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Tyrosine-protein kinase TYK2 5029 Activities
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Tyrosine-protein kinase receptor FLT3 13481 Activities
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Tyrosine-protein kinase ABL 18331 Activities
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Cyclin-dependent kinase 5 3021 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Misshapen-like kinase 1 2339 Activities
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Tyrosine-protein kinase receptor TYRO3 2906 Activities
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Death-associated protein kinase 3 2108 Activities
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MAP kinase-activated protein kinase 2 4814 Activities
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Interleukin-1 receptor-associated kinase 1 1749 Activities
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Tyrosine-protein kinase BLK 2498 Activities
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Mitogen-activated protein kinase kinase kinase kinase 2 2692 Activities
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Serine/threonine-protein kinase Nek4 980 Activities
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Tyrosine-protein kinase BRK 2605 Activities
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c-Jun N-terminal kinase 1 5038 Activities
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Casein kinase I alpha 2581 Activities
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Tyrosine-protein kinase ITK/TSK 3699 Activities
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Insulin receptor 5558 Activities
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Receptor protein-tyrosine kinase erbB-2 7851 Activities
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MAP kinase signal-integrating kinase 2 3518 Activities
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Ephrin type-A receptor 2 3499 Activities
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Protein kinase C nu 2315 Activities
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Serine/threonine-protein kinase Chk2 4015 Activities
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Cell division cycle 7-related protein kinase 1385 Activities
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Testis-specific serine/threonine-protein kinase 1 2038 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Protein tyrosine kinase 2 beta 2827 Activities
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Serine/threonine-protein kinase PAK 1 2601 Activities
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Protein kinase C gamma 2471 Activities
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Dual-specificity tyrosine-phosphorylation regulated kinase 3 1018 Activities
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Dual specificity tyrosine-phosphorylation-regulated kinase 4 692 Activities
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Maternal embryonic leucine zipper kinase 3491 Activities
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Tyrosine-protein kinase JAK3 8349 Activities
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Protein kinase N2 1991 Activities
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MAP kinase-activated protein kinase 3 2212 Activities
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CaM kinase II beta 1626 Activities
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Insulin-like growth factor I receptor 8605 Activities
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Protein kinase C iota 2821 Activities
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Testis-specific serine/threonine-protein kinase 2 1720 Activities
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Tyrosine-protein kinase BTK 8973 Activities
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Homeodomain-interacting protein kinase 2 1644 Activities
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CaM kinase II delta 2813 Activities
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Serine/threonine-protein kinase PLK1 28605 Activities
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Serine/threonine-protein kinase NEK2 3514 Activities
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MAP/microtubule affinity-regulating kinase 2 2524 Activities
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Vascular endothelial growth factor receptor 3 3216 Activities
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Homeodomain-interacting protein kinase 4 1718 Activities
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Cyclin-dependent kinase 1 3927 Activities
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Rho-associated protein kinase 1 4723 Activities
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cAMP-dependent protein kinase alpha-catalytic subunit 3475 Activities
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Interleukin-1 receptor-associated kinase 4 5917 Activities
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Tyrosine-protein kinase FER 2362 Activities
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Serine/threonine-protein kinase PIM2 5873 Activities
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Vascular endothelial growth factor receptor 1 6262 Activities
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|---|
MAP kinase p38 gamma 2776 Activities
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|---|
Serine/threonine-protein kinase AKT 9192 Activities
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Serine/threonine-protein kinase 2 1640 Activities
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Neurotrophic tyrosine kinase receptor type 2 3279 Activities
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3-phosphoinositide dependent protein kinase-1 3758 Activities
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CaM kinase I alpha 1664 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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Serine/threonine-protein kinase DCLK1 1025 Activities
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Fibroblast growth factor receptor 3 7811 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Receptor protein-tyrosine kinase erbB-4 2748 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Dual specificity protein kinase CLK4 4053 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Tyrosine-protein kinase FYN 5308 Activities
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Associated Targets(non-human)
Glycogen synthase kinase-3 beta 81 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: 332.41 | Molecular Weight (Monoisotopic): 332.1749 | AlogP: 4.02 | #Rotatable Bonds: 3 |
| Polar Surface Area: 70.90 | Molecular Species: NEUTRAL | HBA: 5 | HBD: 2 |
| #RO5 Violations: 0 | HBA (Lipinski): 6 | HBD (Lipinski): 2 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 11.57 | CX Basic pKa: 3.64 | CX LogP: 2.52 | CX LogD: 2.52 |
| Aromatic Rings: 4 | Heavy Atoms: 25 | QED Weighted: 0.59 | Np Likeness Score: -1.98 |
References
| 1. Akritopoulou-Zanze I, Wakefield BD, Gasiecki A, Kalvin D, Johnson EF, Kovar P, Djuric SW.. (2011) Scaffold oriented synthesis. Part 4: design, synthesis and biological evaluation of novel 5-substituted indazoles as potent and selective kinase inhibitors employing heterocycle forming and multicomponent reactions., 21 (5): [PMID:21288717] [10.1016/j.bmcl.2011.01.001] |
| 2. PubChem BioAssay data set, |
| 3. Slobbe P, Ruijter E, Orru RVA. (2012) Recent applications of multicomponent reactions in medicinal chemistry, 3 (10): [10.1039/C2MD20089A] |
Source
Source(2):