Mesoridazine

Details

• Internal ID: 05382bdc-b59b-496d-82f7-49f3e1a2816f
• Taxonomy: Organoheterocyclic compounds > Benzothiazines > Phenothiazines
• IUPAC Name: 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfinylphenothiazine
• InChI: InChI=1S/C21H26N2OS2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(26(2)24)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3
• InChI Key: SLVMESMUVMCQIY-UHFFFAOYSA-N
• Popularity: 592 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂OS₂
• Molecular Weight: 386.60 g/mol
• Exact Mass: 386.14865580 g/mol
• Topological Polar Surface Area (TPSA): 68.10 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.90
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

• Serentil
• 5588-33-0
• Lidanar
• Calodal
• Lidanil
• Thioridazine-2-sulfoxide
• Tps23
• TPS-23
• Thioridazine thiomethyl sulfoxide
• NC-123
• Mesoridazina
• Mesoridazinum
• Mesoridazine free base
• THD-2-SO
• T-2-SO
• TPS 23
• NSC186066
• Thioridazien thiomethyl sulfoxide
• NSC 186066
• NSC-186066
• 10-(2-(1-Methyl-2-piperidyl)ethyl)-2-methylsulfinyl phenothiazine
• CHEMBL1088
• 10H-Phenothiazine, 10-(2-(1-methyl-2-piperidinyl)ethyl)-2-(methylsulfinyl)-
• 5XE4NWM740
• CHEBI:6780
• DTXSID3023265
• 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfinylphenothiazine
• 10-(2-(1-Methyl-2-piperidinyl)ethyl)-2-(methylsulfinyl)-10H-phenothiazine
• 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-(methylsulfinyl)-10H-phenothiazine
• 10H-Phenothiazine, 10-[2-(1-methyl-2-piperidinyl)ethyl]-2-(methylsulfinyl)-
• NSC 186066; Serentil; TPS 23
• NCGC00163157-01
• 5588-33-0 (FREE BASE)
• 10-(2(1-Methyl-2-piperidyl)ethyl)-2-(methylsulfinyl)phenothiazine
• 10-(2(1-Methyl-2-piperidyl)ethyl)-2-(methylsulfinyl)-phenothiazine
• 10-(2-(1-methylpiperidin-2-yl)ethyl)-2-(methylsulfinyl)-10H-phenothiazine
• 2-Methanesulfinyl-10-[2-(1-methyl-piperidin-2-yl)-ethyl]-10H-phenothiazine
• Mesoridazinum [INN-Latin]
• DTXCID503265
• Mesoridazina [INN-Spanish]
• 10-[2(1-Methyl-2-piperidyl)ethyl]-2-(methylsulfinyl)phenothiazine
• 10-[2-(1-Methyl-2-piperidyl)ethyl]-2-methylsulfinyl phenothiazine
• 2-methanesulfinyl-10-[2-(1-methylpiperidin-2-yl)ethyl]-10H-phenothiazine
• Lidanar (TN)
• CAS-5588-33-0
• HSDB 3357
• Mesoridazine (USAN/INN)
• UNII-5XE4NWM740
• 10-[2(1-Methyl-2-piperidyl)ethyl]-2-(methylsulfinyl)-phenothiazine
• SR-01000759425
• Mesoridazine [USAN:INN:BAN]
• Thioridazine 2-sulfoxide
• Prestwick1_000529
• Prestwick2_000529
• Prestwick3_000529
• MESORIDAZINE [MI]
• MESORIDAZINE [INN]
• Biomol-NT_000013
• MESORIDAZINE [HSDB]
• MESORIDAZINE [USAN]
• MESORIDAZINE [VANDF]
• SCHEMBL19735
• BSPBio_000517
• MESORIDAZINE [MART.]
• MESORIDAZINE [WHO-DD]
• SPBio_002438
• BPBio1_000569
• BPBio1_001167
• GTPL7227
• HY-B1482A
• SLVMESMUVMCQIY-UHFFFAOYSA-N
• HMS2090H22
• Tox21 112018
• Tox21_110052
• Tox21_112018
• BDBM50131440
• NS-531
• AKOS027378787
• Phenothiazine, 10-[2-(1-methyl-2-piperidyl)ethyl]-2-(methylsulfinyl)-
• Tox21_110052_1
• DB00933
• NCGC00014529-01
• NCGC00163157-02
• NCGC00163157-03
• NCGC00163157-04
• NCGC00163157-05
• NCI60_001547
• AB00513854
• CS-0013666
• FT-0671034
• THIORIDAZINE IMPURITY B [EP IMPURITY]
• C07143
• D02671
• AB00513854-11
• AB00513854_12
• AB00513854_13
• EN300-19767162
• L000852
• Q6821618
• SR-01000759425-4
• WLN: T C666 BN ISJ ESO&1 B2- BT6NTJ A
• BRD-A14395271-001-01-5
• BRD-A14395271-074-03-8
• THIORIDAZINE HYDROCHLORIDE IMPURITY B [EP IMPURITY]
• 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfinyl-phenothiazine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9707	97.07%
Caco-2	+	0.7732	77.32%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Plasma membrane	0.4700	47.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9354	93.54%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.8250	82.50%
BSEP inhibitior	+	0.9339	93.39%
P-glycoprotein inhibitior	+	0.9512	95.12%
P-glycoprotein substrate	+	0.8762	87.62%
CYP3A4 substrate	-	0.5301	53.01%
CYP2C9 substrate	+	0.7977	79.77%
CYP2D6 substrate	+	0.5687	56.87%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.8575	85.75%
CYP inhibitory promiscuity	-	0.5635	56.35%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.6589	65.89%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.9925	99.25%
Skin irritation	-	0.7387	73.87%
Skin corrosion	-	0.9066	90.66%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9550	95.50%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8360	83.60%
Respiratory toxicity	+	0.9778	97.78%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8603	86.03%
Acute Oral Toxicity (c)	III	0.7925	79.25%
Estrogen receptor binding	+	0.7504	75.04%
Androgen receptor binding	-	0.5182	51.82%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5615	56.15%
Aromatase binding	-	0.5156	51.56%
PPAR gamma	+	0.6124	61.24%
Honey bee toxicity	-	0.8702	87.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9709	97.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.41%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.05%	96.09%
CHEMBL217	P14416	Dopamine D2 receptor	91.26%	95.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.92%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.74%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.14%	94.62%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	86.75%	91.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.87%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.62%	95.89%
CHEMBL4072	P07858	Cathepsin B	83.56%	93.67%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.37%	99.18%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	81.66%	90.71%
CHEMBL1914	P06276	Butyrylcholinesterase	80.97%	95.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.44%	98.33%
CHEMBL2535	P11166	Glucose transporter	80.01%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 4078
• LOTUS: LTS0168825
• wikiData: Q6821618