[(1S,8R)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (E)-3-methylsulfanylprop-2-enoate

Details

• Internal ID: 542ba685-24e8-4314-93fd-ab3f8a75fbf9
• Taxonomy: Organoheterocyclic compounds > Pyrrolizidines
• IUPAC Name: [(1S,8R)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (E)-3-methylsulfanylprop-2-enoate
• SMILES (Canonical): CSC=CC(=O)OCC1CCN2C1CCC2
• SMILES (Isomeric): CS/C=C/C(=O)OC[C@H]1CCN2[C@@H]1CCC2
• InChI: InChI=1S/C12H19NO2S/c1-16-8-5-12(14)15-9-10-4-7-13-6-2-3-11(10)13/h5,8,10-11H,2-4,6-7,9H2,1H3/b8-5+/t10-,11-/m1/s1
• InChI Key: CSBNFFCXWVMDOG-GBUKMUNPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₉NO₂S
• Molecular Weight: 241.35 g/mol
• Exact Mass: 241.11365002 g/mol
• Topological Polar Surface Area (TPSA): 54.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.89
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.7540	75.40%
Blood Brain Barrier	+	0.9131	91.31%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4639	46.39%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9321	93.21%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	0.8409	84.09%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5600	56.00%
P-glycoprotein inhibitior	-	0.9657	96.57%
P-glycoprotein substrate	-	0.7351	73.51%
CYP3A4 substrate	-	0.5137	51.37%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.7300	73.00%
CYP3A4 inhibition	-	0.9569	95.69%
CYP2C9 inhibition	-	0.8120	81.20%
CYP2C19 inhibition	-	0.8056	80.56%
CYP2D6 inhibition	-	0.8074	80.74%
CYP1A2 inhibition	+	0.5920	59.20%
CYP2C8 inhibition	-	0.8989	89.89%
CYP inhibitory promiscuity	-	0.8089	80.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5440	54.40%
Eye corrosion	-	0.8925	89.25%
Eye irritation	-	0.9215	92.15%
Skin irritation	-	0.6532	65.32%
Skin corrosion	-	0.7620	76.20%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4114	41.14%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	-	0.7815	78.15%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5799	57.99%
Acute Oral Toxicity (c)	III	0.5000	50.00%
Estrogen receptor binding	-	0.8221	82.21%
Androgen receptor binding	-	0.7177	71.77%
Thyroid receptor binding	-	0.8044	80.44%
Glucocorticoid receptor binding	-	0.6804	68.04%
Aromatase binding	-	0.7193	71.93%
PPAR gamma	-	0.7214	72.14%
Honey bee toxicity	-	0.8923	89.23%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	+	0.6145	61.45%
Fish aquatic toxicity	-	0.5467	54.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.08%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.94%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.89%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.45%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.74%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.66%	95.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.48%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.27%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.59%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.86%	90.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.23%	93.04%

Plants that contains it

• Planchonella thyrsoidea

Cross-Links

• PubChem: 163188902
• LOTUS: LTS0071778
• wikiData: Q104969061