Benzothiazolone

Details

• Internal ID: b5f601bd-7f8f-4e4a-93ec-197df353cb12
• Taxonomy: Organoheterocyclic compounds > Benzothiazoles
• IUPAC Name: 3H-1,3-benzothiazol-2-one
• InChI: InChI=1S/C7H5NOS/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)
• InChI Key: YEDUAINPPJYDJZ-UHFFFAOYSA-N
• Popularity: 229 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₅NOS
• Molecular Weight: 151.19 g/mol
• Exact Mass: 151.00918496 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 934-34-9
• 2-HYDROXYBENZOTHIAZOLE
• 2(3H)-Benzothiazolone
• 1,3-Benzothiazol-2-ol
• 2-Benzothiazolinone
• 3H-1,3-benzothiazol-2-one
• 2-oxobenzothiazole
• NSC 7706
• UNII-7T26K7NG46
• DTXSID6061315
• CHEBI:115196
• 7T26K7NG46
• 3H-benzothiazole-2-one
• NSC-7706
• EINECS 213-281-1
• Benzothiazol, 2-hydroxy-
• NSC 26422
• NSC 33823
• NSC-26422
• NSC-33823
• BENZTHIAZOLINE,2-ONE
• 2-Benzothiazolol (keto form)
• AI3-24484
• Carbamothioic acid, (2-mercatophenyl)-, gamma-lactone
• Carbamothioic acid, (2-mercatophenyl)-, .gamma.-lactone
• RefChem:118684
• 2-Benzothiazolinone (8CI)
• DTXCID8048862
• (2-Mercatophenyl)carbamothioate g-lactone
• (2-Mercatophenyl)carbamothioate I3-lactone
• (2-Mercatophenyl)carbamothioate gamma-lactone
• (2-Mercatophenyl)carbamothioic acid g-lactone
• (2-Mercatophenyl)carbamothioic acid I3-lactone
• 213-281-1
• InChI=1/C7H5NOS/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9
• YEDUAINPPJYDJZ-UHFFFAOYSA-N
• 2-Benzothiazolol
• 2-Benzothiazolone
• benzothiazolol
• benzo[d]thiazol-2(3H)-one
• 3H-Benzothiazol-2-one
• 1,3-Benzothiazol-2(3H)-one
• MFCD00022868
• 74343-69-4
• 2,3-dihydro-1,3-benzothiazol-2-one
• 2-hydroxy-1,3-benzothiazole
• MLS000737673
• Benzo[d]thiazol-2-ol
• SMR000112468
• benzothiazol-2-ol
• F0918-5160
• Carbamothioic acid, .gamma.-lactone
• hydroxybenzothiazol
• 2-[[(6-Methylpyridin-2-yl)amino]methylene]malonic Acid Diethyl Ester; Diethyl 2-[(6-Methyl-2-pyridyl)aminomethylene]malonate; Diethyl [[(6-Methyl-2-pyridyl)amino]methylene]malonate; NSC 169694
• OBT
• benzthiazolin-2-one
• Benzothiazolin-2-one
• 2-hydroxy-benzothiazole
• Benzthiazol-2(3H)-one
• HYDROXYBENZOTHIAZOLE
• 3-hydrobenzothiazol-2-one
• Epitope ID:138948
• 2-OH-BTH
• S-Orthophenylenethiocarbamate
• SCHEMBL54328
• SCHEMBL54329
• SCHEMBL83411
• cid_13625
• MLS000697050
• 2-Hydroxybenzothiazole, 98%
• SCHEMBL156704
• SCHEMBL156996
• SCHEMBL157360
• SCHEMBL161062
• SCHEMBL334804
• CHEMBL276936
• orb1909591
• SCHEMBL5548679
• SCHEMBL11329552
• SCHEMBL18230244
• SCHEMBL29667911
• SCHEMBL29812612
• 2(3H)-Benzothiazolone (NIST)
• BDBM93696
• NSC7706
• HMS1652A15
• HMS1661I01
• HMS2269D03
• 1,3-Benzothiazol-2(3H)-one #
• Fr16664
• SMSSF-0009639
• MSK14684
• NSC26422
• NSC33823
• STR06157
• CCG-51664
• GEO-01505
• MFCD00792539
• SBB005792
• STK894866
• AKOS000296755
• AKOS000638434
• CS-W019496
• EBC-612943
• FS-1222
• FS-3774
• NCGC00246613-01
• NCGC00246794-01
• PD211482
• ST081353
• SY003005
• DB-027812
• NS00008199
• EN300-88615
• B50440
• F14867
• (2-mercatophenyl)carbamothioic acid gamma-lactone
• AE-018/31855052
• F317886
• SR-01000640954-1
• Q27197041
• Z57728688
• CGD

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7147	71.47%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5452	54.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9692	96.92%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8258	82.58%
P-glycoprotein inhibitior	-	0.9898	98.98%
P-glycoprotein substrate	-	0.9889	98.89%
CYP3A4 substrate	-	0.7381	73.81%
CYP2C9 substrate	-	0.7768	77.68%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.8736	87.36%
CYP2C9 inhibition	-	0.8882	88.82%
CYP2C19 inhibition	-	0.5880	58.80%
CYP2D6 inhibition	-	0.8185	81.85%
CYP1A2 inhibition	+	0.9193	91.93%
CYP2C8 inhibition	-	0.9339	93.39%
CYP inhibitory promiscuity	-	0.6527	65.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8742	87.42%
Carcinogenicity (trinary)	Non-required	0.5193	51.93%
Eye corrosion	-	0.9661	96.61%
Eye irritation	+	0.9893	98.93%
Skin irritation	+	0.4938	49.38%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7999	79.99%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.6805	68.05%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.4815	48.15%
Acute Oral Toxicity (c)	III	0.6730	67.30%
Estrogen receptor binding	-	0.8638	86.38%
Androgen receptor binding	+	0.5431	54.31%
Thyroid receptor binding	-	0.6871	68.71%
Glucocorticoid receptor binding	-	0.6386	63.86%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.5463	54.63%
Honey bee toxicity	-	0.9540	95.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.7675	76.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.66%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.28%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.55%	98.95%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.73%	94.62%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.40%	93.40%
CHEMBL255	P29275	Adenosine A2b receptor	86.19%	98.59%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.50%	85.30%
CHEMBL2535	P11166	Glucose transporter	83.65%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.16%	94.45%

Plants that contains it

• Cucumis sativus

Cross-Links

• PubChem: 13625
• LOTUS: LTS0063626
• wikiData: Q27197041