(S)-5-(4-Hydroxy-4-methylisoxazolidine-2-carbonyl)-1-isopropyl-3-methyl-6-((5-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl)methyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione
AlkaPlorer ID: AK323225
Synonym: None
IUPAC Name: 5-[(4S)-4-hydroxy-4-methyl-1,2-oxazolidine-2-carbonyl]-3-methyl-6-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl]-1-propan-2-ylthieno[2,3-d]pyrimidine-2,4-dione
Structure
SMILES: CC1=C(CC2=C(C(=O)N3C[C@](C)(O)CO3)C3=C(S2)N(C(C)C)C(=O)N(C)C3=O)C(C(F)(F)F)=NN1
InChI: InChI=1S/C21H24F3N5O5S/c1-9(2)29-18-14(16(30)27(5)19(29)32)13(17(31)28-7-20(4,33)8-34-28)12(35-18)6-11-10(3)25-26-15(11)21(22,23)24/h9,33H,6-8H2,1-5H3,(H,25,26)/t20-/m0/s1
InChIKey: PRNXOFBDXNTIFG-FQEVSTJZSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Choerospondias axillaris | Choerospondias | Anacardiaceae | Sapindales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 515.5140000000001
TPSA？: 122.45000000000002
MolLogP？: 2.12212
Number of H-Donors: 2
Number of H-Acceptors: 9
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A673 | GI | nan | None | 10.1021/acs.jnatprod.9b00896 |
| Homo sapiens | Bromodomain-containing protein 4 | Delta TM | -1.28 | C | 10.6019/CHEMBL5308504 |
| Homo sapiens | Casein kinase I delta | Delta TM | -0.27 | C | 10.6019/CHEMBL5308504 |
| Homo sapiens | Cyclin-dependent kinase 2 | Delta TM | 0.67 | C | 10.6019/CHEMBL5308504 |
| Homo sapiens | Fibroblast | Growth Rate | 0.69 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | Fibroblast | Growth Rate | 0.8 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | Fibroblast | Growth Rate | 0.9 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | Fibroblast | Growth Rate | 0.95 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | Fibroblast | Growth Rate | 0.97 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | Fibroblast growth factor receptor 3 | Delta TM | 0.52 | C | 10.6019/CHEMBL5308504 |
| Homo sapiens | Glycogen synthase kinase-3 beta | Delta TM | 0.32 | C | 10.6019/CHEMBL5308504 |
| Homo sapiens | HEK-293T | Growth Rate | -0.81 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | HEK-293T | Growth Rate | -0.63 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | HEK-293T | Growth Rate | 0.11 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | HEK-293T | Growth Rate | 0.17 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | HEK-293T | Growth Rate | 0.21 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | HEK-293T | Growth Rate | 0.22 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | HEK-293T | Growth Rate | 0.43 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | HEK-293T | Growth Rate | 0.53 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | Histone deacetylase 6 | Inhibition | -33.66 | % | 10.6019/CHEMBL4808148 |
| Homo sapiens | Histone deacetylase 6 | Inhibition | 7.6 | % | 10.6019/CHEMBL4808148 |
| Homo sapiens | MAP kinase ERK2 | Delta TM | 0.23 | C | 10.6019/CHEMBL5308504 |
| Homo sapiens | Monocarboxylate transporter 1 | Inhibition | nan | % | 10.1021/acs.jnatprod.9b00896 |
| Homo sapiens | Monocarboxylate transporter 1 | Kd | 1.6 | nM | 10.1016/j.bmcl.2014.09.041 |
| Homo sapiens | Monocarboxylate transporter 1 | Ki | 2.0 | nM | 10.1016/j.ejmech.2020.112393 |
| Homo sapiens | Monocarboxylate transporter 2 | Ki | 20.0 | nM | 10.1016/j.ejmech.2020.112393 |
| Homo sapiens | Monocarboxylate transporter 4 | IC50 | 7.1 | nM | 10.1021/acs.jmedchem.1c00448 |
| Homo sapiens | Monocarboxylate transporter 4 | IC50 | 22.0 | nM | 10.1021/acs.jmedchem.1c00448 |
| Homo sapiens | Monocarboxylate transporter 4 | IC50 | 30000.0 | nM | 10.1021/acs.jmedchem.1c00448 |
| Homo sapiens | Peregrin | Delta TM | -1.85 | C | 10.6019/CHEMBL5308504 |
| Homo sapiens | Serine/threonine-protein kinase Aurora-A | Delta TM | -0.32 | C | 10.6019/CHEMBL5308504 |
| Homo sapiens | Transcription intermediary factor 1-alpha | Delta TM | -0.8 | C | 10.6019/CHEMBL5308504 |
| Homo sapiens | Tyrosine-protein kinase ABL | Delta TM | 0.24 | C | 10.6019/CHEMBL5308504 |
| Homo sapiens | U2OS | Growth Rate | 0.69 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | U2OS | Growth Rate | 0.71 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | U2OS | Growth Rate | 0.75 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | U2OS | Growth Rate | 0.83 | None | 10.6019/CHEMBL5303304 |
| Homo sapiens | U2OS | Growth Rate | 0.92 | None | 10.6019/CHEMBL5303304 |
| Mus musculus | MC-38 | Activity | nan | None | 10.1021/acs.jmedchem.1c00448 |
| Plasmodium falciparum | Plasmodium falciparum | Activity | nan | None | 10.1021/acs.jmedchem.0c00852 |
| Severe acute respiratory syndrome coronavirus 2 | Replicase polyprotein 1ab | Inhibition | 10.95 | % | 10.6019/CHEMBL4495564 |
| Severe acute respiratory syndrome coronavirus 2 | Replicase polyprotein 1ab | Inhibition | 16.23 | % | 10.6019/CHEMBL4495564 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | IC50 | 19952.62 | nM | 10.6019/CHEMBL4651402 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | IC50 | 20000.0 | nM | 10.6019/CHEMBL4651402 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | Inhibition | -0.01 | % | 10.6019/CHEMBL4495565 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | Inhibition | 0.09 | % | 10.6019/CHEMBL4495565 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | Inhibition | 3.03 | % | 10.21203/rs.3.rs-23951/v1 |
| None | Unchecked | Inhibition | nan | % | 10.1021/acs.jmedchem.1c00448 |