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ID: ALA4293051
Max Phase: Preclinical
Molecular Formula: C30H34N8O4
Molecular Weight: 570.65
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: C=CC(=O)Nc1cccc(-n2c(=O)c(=O)n(C(C)C)c3cnc(Nc4ccc(N5CCN(C)CC5)cc4OC)nc32)c1
Standard InChI: InChI=1S/C30H34N8O4/c1-6-26(39)32-20-8-7-9-22(16-20)38-27-24(37(19(2)3)28(40)29(38)41)18-31-30(34-27)33-23-11-10-21(17-25(23)42-5)36-14-12-35(4)13-15-36/h6-11,16-19H,1,12-15H2,2-5H3,(H,32,39)(H,31,33,34)
Standard InChI Key: LDDDGIHXYBWEAR-UHFFFAOYSA-N
Associated Targets(Human)
EGFR Tclin Epidermal growth factor receptor erbB1 (33727 Activities)
BTK Tclin Tyrosine-protein kinase BTK (8973 Activities)
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ERBB4 Tclin Receptor protein-tyrosine kinase erbB-4 (2748 Activities)
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ERBB2 Tclin Receptor protein-tyrosine kinase erbB-2 (7851 Activities)
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ITK Tclin Tyrosine-protein kinase ITK/TSK (3699 Activities)
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A-431 (6446 Activities)
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NCI-H1975 (4994 Activities)
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MAP3K6 Tchem Mitogen-activated protein kinase kinase kinase 6 (505 Activities)
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CAMK1 Tchem CaM kinase I alpha (1664 Activities)
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GAK Tchem Serine/threonine-protein kinase GAK (1150 Activities)
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TXK Tchem Tyrosine-protein kinase TXK (1590 Activities)
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Associated Targets(non-human)
Mus musculus (284745 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 |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Properties
| Molecular Weight: 570.65 | Molecular Weight (Monoisotopic): 570.2703 | AlogP: 3.15 | #Rotatable Bonds: 8 |
| Polar Surface Area: 126.62 | Molecular Species: NEUTRAL | HBA: 11 | HBD: 2 |
| #RO5 Violations: 2 | HBA (Lipinski): 12 | HBD (Lipinski): 2 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: 13.77 | CX Basic pKa: 7.84 | CX LogP: 3.37 | CX LogD: 2.79 |
| Aromatic Rings: 4 | Heavy Atoms: 42 | QED Weighted: 0.24 | Np Likeness Score: -1.38 |
References
| 1. Chen H, Song P, Diao Y, Hao Y, Dou D, Wang W, Fang X, Wang Y, Zhao Z, Ding J, Li H, Xie H, Xu Y.. (2018) Discovery and biological evaluation of N5-substituted 6,7-dioxo-6,7-dihydropteridine derivatives as potent Bruton's tyrosine kinase inhibitors., 9 (4): [PMID:30108960] [10.1039/C8MD00019K] |
| 2. Hao Y, Wang X, Zhang T, Sun D, Tong Y, Xu Y, Chen H, Tong L, Zhu L, Zhao Z, Chen Z, Ding J, Xie H, Xu Y, Li H.. (2016) Discovery and Structural Optimization of N5-Substituted 6,7-Dioxo-6,7-dihydropteridines as Potent and Selective Epidermal Growth Factor Receptor (EGFR) Inhibitors against L858R/T790M Resistance Mutation., 59 (15): [PMID:27396610] [10.1021/acs.jmedchem.6b00403] |
Source
Source(1):