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ID: ALA4754195
Max Phase: Preclinical
Molecular Formula: C22H16N4O
Molecular Weight: 352.40
Molecule Type: Unknown
Associated Items:
Representations
Canonical SMILES: Cn1cc(-c2ccc3occ(-c4cccc(-c5ccncc5)c4)c3n2)cn1
Standard InChI: InChI=1S/C22H16N4O/c1-26-13-18(12-24-26)20-5-6-21-22(25-20)19(14-27-21)17-4-2-3-16(11-17)15-7-9-23-10-8-15/h2-14H,1H3
Standard InChI Key: HEAGNKNMQVIVMM-UHFFFAOYSA-N
Associated Targets(Human)
NTRK1 Tclin Nerve growth factor receptor Trk-A (7922 Activities)
HIPK2 Tchem Homeodomain-interacting protein kinase 2 (1644 Activities)
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HIPK3 Tchem Homeodomain-interacting protein kinase 3 (791 Activities)
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CLK4 Tchem Dual specificity protein kinase CLK4 (4053 Activities)
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CLK2 Tchem Dual specificity protein kinase CLK2 (3942 Activities)
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CLK1 Tchem Dual specificty protein kinase CLK1 (2189 Activities)
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GSK3B Tclin Glycogen synthase kinase-3 beta (11785 Activities)
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GSK3A Tclin Glycogen synthase kinase-3 alpha (3764 Activities)
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PIM1 Tchem Serine/threonine-protein kinase PIM1 (9629 Activities)
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PIM2 Tchem Serine/threonine-protein kinase PIM2 (5873 Activities)
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HASPIN Tchem Serine/threonine-protein kinase haspin (906 Activities)
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IRAK4 Tchem Interleukin-1 receptor-associated kinase 4 (5917 Activities)
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CLK3 Tchem Dual specificity protein kinase CLK3 (2711 Activities)
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DYRK1A Tchem Dual-specificity tyrosine-phosphorylation regulated kinase 1A (6484 Activities)
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DYRK1B Tchem Dual specificity tyrosine-phosphorylation-regulated kinase 1B (2654 Activities)
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DYRK2 Tchem Dual-specificity tyrosine-phosphorylation regulated kinase 2 (2095 Activities)
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HIPK1 Tchem Homeodomain-interacting protein kinase 1 (1559 Activities)
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MCF7 (126967 Activities)
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U2OS (164939 Activities)
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HEK-293T (167025 Activities)
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Fibroblast (163371 Activities)
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ABL1 Tclin Tyrosine-protein kinase ABL (18331 Activities)
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AURKA Tchem Serine/threonine-protein kinase Aurora-A (10240 Activities)
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BRD4 Tchem Bromodomain-containing protein 4 (13122 Activities)
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BRPF1 Tchem Peregrin (2217 Activities)
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CDK2 Tchem Cyclin-dependent kinase 2 (9050 Activities)
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CSNK1D Tchem Casein kinase I delta (4546 Activities)
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FGFR3 Tclin Fibroblast growth factor receptor 3 (7811 Activities)
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MAPK1 Tchem MAP kinase ERK2 (25055 Activities)
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TRIM24 Tchem Transcription intermediary factor 1-alpha (2087 Activities)
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CDK5 Tchem Cyclin-dependent kinase 5/CDK5 activator 1 (3697 Activities)
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CSNK1E Tclin Casein kinase I epsilon (1412 Activities)
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DYRK3 Tchem Dual-specificity tyrosine-phosphorylation regulated kinase 3 (1018 Activities)
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DYRK4 Tchem Dual specificity tyrosine-phosphorylation-regulated kinase 4 (692 Activities)
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Associated Targets(non-human)
HT-22 (3261 Activities)
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Molecule Features
| Natural Product: No | Oral: No | Chemical Probe: Yes | Parenteral: No |
| Molecule Type: Unknown | 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: 352.40 | Molecular Weight (Monoisotopic): 352.1324 | AlogP: 4.96 | #Rotatable Bonds: 3 |
| Polar Surface Area: 56.74 | Molecular Species: NEUTRAL | HBA: 5 | HBD: 0 |
| #RO5 Violations: 0 | HBA (Lipinski): 5 | HBD (Lipinski): 0 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 5.04 | CX LogP: 3.84 | CX LogD: 3.84 |
| Aromatic Rings: 5 | Heavy Atoms: 27 | QED Weighted: 0.46 | Np Likeness Score: -1.12 |
References
| 1. Schröder M,Bullock AN,Fedorov O,Bracher F,Chaikuad A,Knapp S. (2020) DFG-1 Residue Controls Inhibitor Binding Mode and Affinity, Providing a Basis for Rational Design of Kinase Inhibitor Selectivity., 63 (18): [PMID:32787076] [10.1021/acs.jmedchem.0c00898] |
| 2. Němec V,Maier L,Berger BT,Chaikuad A,Drápela S,Souček K,Knapp S,Paruch K. (2021) Highly selective inhibitors of protein kinases CLK and HIPK with the furo[3,2-b]pyridine core., 215 [PMID:33636538] [10.1016/j.ejmech.2021.113299] |
| 3. (2022) Tm Shift (DSF) assay results for EUbOPEN Chemogenomis Library 2 (Incucyte), [10.6019/CHEMBL5058564] |
| 4. EUbOPEN. (2022) EUbOPEN Chemogenomics Library wave 2 - DSF, [10.6019/CHEMBL5060014] |
| 5. Qin Z, Qin L, Feng X, Li Z, Bian J.. (2021) Development of Cdc2-like Kinase 2 Inhibitors: Achievements and Future Directions., 64 (18.0): [PMID:34519506] [10.1021/acs.jmedchem.1c00985] |
| 6. Lindberg MF, Deau E, Arfwedson J, George N, George P, Alfonso P, Corrionero A, Meijer L.. (2023) Comparative Efficacy and Selectivity of Pharmacological Inhibitors of DYRK and CLK Protein Kinases., 66 (6): [PMID:36876904] [10.1021/acs.jmedchem.2c02068] |
| 7. EUbOPEN. (2023) EUbOPEN Chemogenomics Library - IncuCyte, [10.6019/CHEMBL5303304] |
Source
Source(2):