Glypetelotine

Details

• Internal ID: e7eeea17-f5f2-488e-bbe6-6d1d840d97f2
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: S-methyl N-[2-(1H-indol-3-yl)ethyl]-N-methylcarbamothioate
• SMILES (Canonical): CN(CCC1=CNC2=CC=CC=C21)C(=O)SC
• SMILES (Isomeric): CN(CCC1=CNC2=CC=CC=C21)C(=O)SC
• InChI: InChI=1S/C13H16N2OS/c1-15(13(16)17-2)8-7-10-9-14-12-6-4-3-5-11(10)12/h3-6,9,14H,7-8H2,1-2H3
• InChI Key: ASGGNXXOFLVYSB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₆N₂OS
• Molecular Weight: 248.35 g/mol
• Exact Mass: 248.09833431 g/mol
• Topological Polar Surface Area (TPSA): 61.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• CHEMBL3314412
• NSC717777
• S-methyl N-[2-(1H-indol-3-yl)ethyl]-N-methylcarbamothioate
• BDBM50046397
• NSC-717777
• S-methyl N,N-2-[(1H)-indol-3-ethyl]methyl thiocarbamate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.9205	92.05%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.6519	65.19%
OATP2B1 inhibitior	-	0.8570	85.70%
OATP1B1 inhibitior	+	0.9432	94.32%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.7866	78.66%
P-glycoprotein inhibitior	-	0.9785	97.85%
P-glycoprotein substrate	-	0.8132	81.32%
CYP3A4 substrate	+	0.6121	61.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4615	46.15%
CYP3A4 inhibition	-	0.8138	81.38%
CYP2C9 inhibition	-	0.8744	87.44%
CYP2C19 inhibition	-	0.7417	74.17%
CYP2D6 inhibition	-	0.8890	88.90%
CYP1A2 inhibition	+	0.6096	60.96%
CYP2C8 inhibition	-	0.8584	85.84%
CYP inhibitory promiscuity	-	0.7291	72.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7076	70.76%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9229	92.29%
Skin irritation	-	0.7327	73.27%
Skin corrosion	-	0.8845	88.45%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6774	67.74%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.7177	71.77%
skin sensitisation	-	0.8675	86.75%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6592	65.92%
Acute Oral Toxicity (c)	III	0.6155	61.55%
Estrogen receptor binding	-	0.5664	56.64%
Androgen receptor binding	-	0.7832	78.32%
Thyroid receptor binding	-	0.5288	52.88%
Glucocorticoid receptor binding	-	0.6501	65.01%
Aromatase binding	+	0.6226	62.26%
PPAR gamma	-	0.8136	81.36%
Honey bee toxicity	-	0.8431	84.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8216	82.16%

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	97.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.05%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.51%	95.56%
CHEMBL3310	Q96DB2	Histone deacetylase 11	93.06%	88.56%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	92.03%	90.71%
CHEMBL1914	P06276	Butyrylcholinesterase	91.52%	95.00%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	85.01%	95.48%
CHEMBL3401	O75469	Pregnane X receptor	83.61%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.55%	90.08%
CHEMBL255	P29275	Adenosine A2b receptor	81.97%	98.59%
CHEMBL2535	P11166	Glucose transporter	81.12%	98.75%

Plants that contains it

• Glycosmis petelotii

Cross-Links

• PubChem: 403138
• LOTUS: LTS0228072
• wikiData: Q104917808