Phenothiazine
| Internal ID | 363ee5c4-35f9-4d64-9532-9668560fc9e9 |
| Taxonomy | Organoheterocyclic compounds > Benzothiazines > Phenothiazines |
| IUPAC Name | 10H-phenothiazine |
| SMILES (Canonical) | C1=CC=C2C(=C1)NC3=CC=CC=C3S2 |
| SMILES (Isomeric) | C1=CC=C2C(=C1)NC3=CC=CC=C3S2 |
| InChI | InChI=1S/C12H9NS/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H |
| InChI Key | WJFKNYWRSNBZNX-UHFFFAOYSA-N |
| Popularity | 14,708 references in papers |
| Molecular Formula | C12H9NS |
| Molecular Weight | 199.27 g/mol |
| Exact Mass | 199.04557046 g/mol |
| Topological Polar Surface Area (TPSA) | 37.30 Ų |
| XlogP | 4.20 |
| Atomic LogP (AlogP) | 3.89 |
| H-Bond Acceptor | 2 |
| H-Bond Donor | 1 |
| Rotatable Bonds | 0 |
| 10H-Phenothiazine |
| 92-84-2 |
| Thiodiphenylamine |
| Dibenzothiazine |
| Contaverm |
| Dibenzo-1,4-thiazine |
| Fenoverm |
| Nemazine |
| Phenosan |
| Feeno |
| There are more than 10 synonyms. If you wish to see them all click here. |
| Target | Value | Probability (raw) | Probability (%) |
|---|---|---|---|
| Human Intestinal Absorption | + | 0.9957 | 99.57% |
| Caco-2 | + | 0.8611 | 86.11% |
| Blood Brain Barrier | + | 0.9750 | 97.50% |
| Human oral bioavailability | - | 0.6714 | 67.14% |
| Subcellular localzation | Mitochondria | 0.4513 | 45.13% |
| OATP2B1 inhibitior | - | 1.0000 | 100.00% |
| OATP1B1 inhibitior | + | 0.9757 | 97.57% |
| OATP1B3 inhibitior | + | 0.9555 | 95.55% |
| MATE1 inhibitior | - | 0.9000 | 90.00% |
| OCT2 inhibitior | - | 0.9500 | 95.00% |
| BSEP inhibitior | + | 0.6110 | 61.10% |
| P-glycoprotein inhibitior | - | 0.9359 | 93.59% |
| P-glycoprotein substrate | - | 0.9393 | 93.93% |
| CYP3A4 substrate | - | 0.7378 | 73.78% |
| CYP2C9 substrate | - | 0.6000 | 60.00% |
| CYP2D6 substrate | + | 0.4890 | 48.90% |
| CYP3A4 inhibition | - | 0.8309 | 83.09% |
| CYP2C9 inhibition | + | 0.5797 | 57.97% |
| CYP2C19 inhibition | + | 0.7882 | 78.82% |
| CYP2D6 inhibition | - | 0.5371 | 53.71% |
| CYP1A2 inhibition | + | 0.8561 | 85.61% |
| CYP2C8 inhibition | - | 0.9183 | 91.83% |
| CYP inhibitory promiscuity | + | 0.8293 | 82.93% |
| UGT catelyzed | - | 0.0000 | 0.00% |
| Carcinogenicity (binary) | - | 0.9200 | 92.00% |
| Carcinogenicity (trinary) | Non-required | 0.7429 | 74.29% |
| Eye corrosion | - | 0.9570 | 95.70% |
| Eye irritation | + | 0.9827 | 98.27% |
| Skin irritation | + | 0.8622 | 86.22% |
| Skin corrosion | - | 0.9259 | 92.59% |
| Ames mutagenesis | - | 0.9900 | 99.00% |
| Human Ether-a-go-go-Related Gene inhibition | - | 0.6154 | 61.54% |
| Micronuclear | + | 0.7600 | 76.00% |
| Hepatotoxicity | + | 0.8750 | 87.50% |
| skin sensitisation | - | 0.6775 | 67.75% |
| Respiratory toxicity | - | 0.5000 | 50.00% |
| Reproductive toxicity | + | 0.7000 | 70.00% |
| Mitochondrial toxicity | - | 0.6500 | 65.00% |
| Nephrotoxicity | + | 0.4867 | 48.67% |
| Acute Oral Toxicity (c) | III | 0.7119 | 71.19% |
| Estrogen receptor binding | + | 0.9264 | 92.64% |
| Androgen receptor binding | + | 0.5696 | 56.96% |
| Thyroid receptor binding | + | 0.7297 | 72.97% |
| Glucocorticoid receptor binding | + | 0.7750 | 77.50% |
| Aromatase binding | + | 0.8505 | 85.05% |
| PPAR gamma | + | 0.8908 | 89.08% |
| Honey bee toxicity | - | 0.9208 | 92.08% |
| Biodegradation | - | 0.9500 | 95.00% |
| Crustacea aquatic toxicity | + | 0.8000 | 80.00% |
| Fish aquatic toxicity | + | 0.8350 | 83.50% |
Proven Targets:
| CHEMBL ID | UniProt ID | Name | Min activity | Assay type | Source |
|---|---|---|---|---|---|
| CHEMBL220 | P22303 | Acetylcholinesterase |
7300 nM |
IC50 |
DOI: 10.1039/C5MD00274E
|
| CHEMBL256 | P0DMS8 | Adenosine A3 receptor |
25640 nM |
IC50 |
via CMAUP
|
| CHEMBL3687 | P18054 | Arachidonate 12-lipoxygenase |
35481.3 nM 14125.4 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL2903 | P16050 | Arachidonate 15-lipoxygenase |
6309.6 nM |
Potency |
via CMAUP
|
| CHEMBL1914 | P06276 | Butyrylcholinesterase |
5800 nM |
IC50 |
DOI: 10.1039/C5MD00274E
|
| CHEMBL218 | P21554 | Cannabinoid CB1 receptor |
24857 nM |
IC50 |
via CMAUP
|
| CHEMBL221 | P23219 | Cyclooxygenase-1 |
196 nM 196 nM |
IC50 IC50 |
via CMAUP
via Super-PRED |
| CHEMBL230 | P35354 | Cyclooxygenase-2 |
532 nM |
IC50 |
via CMAUP
|
| CHEMBL3356 | P05177 | Cytochrome P450 1A2 |
16 nM |
IC50 |
via CMAUP
|
| CHEMBL340 | P08684 | Cytochrome P450 3A4 |
31622.8 nM 31622.8 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL238 | Q01959 | Dopamine transporter |
18636 nM |
IC50 |
via CMAUP
|
| CHEMBL2608 | P10253 | Lysosomal alpha-glucosidase |
17782.8 nM |
Potency |
via CMAUP
|
| CHEMBL1293224 | P10636 | Microtubule-associated protein tau |
17782.8 nM 15848.9 nM |
Potency Potency |
via CMAUP
via CMAUP |
| CHEMBL1951 | P21397 | Monoamine oxidase A |
592 nM |
IC50 |
via CMAUP
|
| CHEMBL1287628 | Q9Y5S8 | NADPH oxidase 1 |
368.7 nM 349 nM 349 nM |
IC50 IC50 IC50 |
via CMAUP
via CMAUP via Super-PRED |
| CHEMBL222 | P23975 | Norepinephrine transporter |
461 nM |
IC50 |
via CMAUP
|
| CHEMBL1293235 | P02545 | Prelamin-A/C |
0.9 nM 0.9 nM |
Potency Potency |
via Super-PRED
via CMAUP |
| CHEMBL225 | P28335 | Serotonin 2c (5-HT2c) receptor |
2236 nM |
IC50 |
via CMAUP
|
| CHEMBL1075138 | Q9NUW8 | Tyrosyl-DNA phosphodiesterase 1 |
7943.3 nM |
Potency |
via CMAUP
|
Predicted Targets (via Super-PRED):
| CHEMBL ID | UniProt ID | Name | Probability | Model accuracy |
|---|---|---|---|---|
| CHEMBL2035 | P08912 | Muscarinic acetylcholine receptor M5 | 97.27% | 94.62% |
| CHEMBL5619 | P27695 | DNA-(apurinic or apyrimidinic site) lyase | 93.96% | 91.11% |
| CHEMBL1821 | P08173 | Muscarinic acetylcholine receptor M4 | 89.58% | 94.08% |
| CHEMBL3108638 | O15164 | Transcription intermediary factor 1-alpha | 85.79% | 95.56% |
| CHEMBL3251 | P19838 | Nuclear factor NF-kappa-B p105 subunit | 81.04% | 96.09% |
| CHEMBL216 | P11229 | Muscarinic acetylcholine receptor M1 | 80.61% | 94.23% |
| CHEMBL4224 | P49759 | Dual specificty protein kinase CLK1 | 80.20% | 85.30% |
Below are displayed all the plants proven (via scientific papers) to contain this
compound!
To see more specific details click the taxa you are interested in.
To see more specific details click the taxa you are interested in.
| Mimosa pudica |