[7-(chloromethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 2-methylbut-2-enoate

Details

• Internal ID: 8acf89e0-5f82-44f8-98d8-ce2d8c199ed9
• Taxonomy: Organoheterocyclic compounds > Pyrrolizines
• IUPAC Name: [7-(chloromethyl)-2,3,5,8-tetrahydro-1H-pyrrolizin-1-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CCN2C1C(=CC2)CCl
• SMILES (Isomeric): CC=C(C)C(=O)OC1CCN2C1C(=CC2)CCl
• InChI: InChI=1S/C13H18ClNO2/c1-3-9(2)13(16)17-11-5-7-15-6-4-10(8-14)12(11)15/h3-4,11-12H,5-8H2,1-2H3
• InChI Key: QPMBQTBGLNEAQX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈ClNO₂
• Molecular Weight: 255.74 g/mol
• Exact Mass: 255.1026065 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.12
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9944	99.44%
Caco-2	+	0.8406	84.06%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6330	63.30%
OATP2B1 inhibitior	-	0.8559	85.59%
OATP1B1 inhibitior	+	0.9278	92.78%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.7609	76.09%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.7262	72.62%
P-glycoprotein inhibitior	-	0.9522	95.22%
P-glycoprotein substrate	-	0.7156	71.56%
CYP3A4 substrate	+	0.5472	54.72%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.7514	75.14%
CYP3A4 inhibition	-	0.7915	79.15%
CYP2C9 inhibition	-	0.8534	85.34%
CYP2C19 inhibition	-	0.7469	74.69%
CYP2D6 inhibition	-	0.7720	77.20%
CYP1A2 inhibition	+	0.5129	51.29%
CYP2C8 inhibition	-	0.9327	93.27%
CYP inhibitory promiscuity	-	0.6865	68.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8456	84.56%
Carcinogenicity (trinary)	Danger	0.4168	41.68%
Eye corrosion	-	0.9615	96.15%
Eye irritation	-	0.9873	98.73%
Skin irritation	-	0.7542	75.42%
Skin corrosion	-	0.8375	83.75%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3952	39.52%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.9750	97.50%
skin sensitisation	-	0.7778	77.78%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7694	76.94%
Acute Oral Toxicity (c)	III	0.5978	59.78%
Estrogen receptor binding	-	0.8799	87.99%
Androgen receptor binding	-	0.6765	67.65%
Thyroid receptor binding	-	0.5786	57.86%
Glucocorticoid receptor binding	-	0.4643	46.43%
Aromatase binding	-	0.8127	81.27%
PPAR gamma	-	0.7303	73.03%
Honey bee toxicity	-	0.8369	83.69%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	-	0.6385	63.85%

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	97.68%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.96%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.25%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.20%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.12%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.95%	86.33%
CHEMBL4208	P20618	Proteasome component C5	82.58%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.83%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.11%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.01%	99.17%

Plants that contains it

• Brickellia lemmonii
• Cynoglossum creticum

Cross-Links

• PubChem: 163056537
• LOTUS: LTS0171146
• wikiData: Q105022507