2-[(2S,5S)-5-hexyloxolan-2-yl]-1-pyrrol-1-ylethanone

Details

• Internal ID: 6054ecd7-e80a-4b0b-a290-24b7866659b1
• Taxonomy: Organoheterocyclic compounds > Pyrroles > Substituted pyrroles
• IUPAC Name: 2-[(2S,5S)-5-hexyloxolan-2-yl]-1-pyrrol-1-ylethanone
• SMILES (Canonical): CCCCCCC1CCC(O1)CC(=O)N2C=CC=C2
• SMILES (Isomeric): CCCCCC[C@H]1CC[C@H](O1)CC(=O)N2C=CC=C2
• InChI: InChI=1S/C16H25NO2/c1-2-3-4-5-8-14-9-10-15(19-14)13-16(18)17-11-6-7-12-17/h6-7,11-12,14-15H,2-5,8-10,13H2,1H3/t14-,15-/m0/s1
• InChI Key: PDDRLRWSUXBONZ-GJZGRUSLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅NO₂
• Molecular Weight: 263.37 g/mol
• Exact Mass: 263.188529040 g/mol
• Topological Polar Surface Area (TPSA): 31.20 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.04
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.5831	58.31%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Plasma membrane	0.4771	47.71%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8912	89.12%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6229	62.29%
P-glycoprotein inhibitior	-	0.8188	81.88%
P-glycoprotein substrate	-	0.7539	75.39%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.9043	90.43%
CYP2C9 inhibition	-	0.5913	59.13%
CYP2C19 inhibition	+	0.6954	69.54%
CYP2D6 inhibition	-	0.9233	92.33%
CYP1A2 inhibition	-	0.5259	52.59%
CYP2C8 inhibition	-	0.8099	80.99%
CYP inhibitory promiscuity	-	0.6702	67.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5578	55.78%
Eye corrosion	-	0.9480	94.80%
Eye irritation	-	0.8668	86.68%
Skin irritation	-	0.7273	72.73%
Skin corrosion	-	0.7945	79.45%
Ames mutagenesis	-	0.8978	89.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4301	43.01%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6220	62.20%
skin sensitisation	-	0.8709	87.09%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6188	61.88%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5419	54.19%
Acute Oral Toxicity (c)	III	0.6182	61.82%
Estrogen receptor binding	+	0.6199	61.99%
Androgen receptor binding	+	0.5577	55.77%
Thyroid receptor binding	+	0.5793	57.93%
Glucocorticoid receptor binding	-	0.6126	61.26%
Aromatase binding	-	0.5860	58.60%
PPAR gamma	+	0.7350	73.50%
Honey bee toxicity	-	0.9904	99.04%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.7542	75.42%
Fish aquatic toxicity	-	0.5373	53.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.98%	96.09%
CHEMBL230	P35354	Cyclooxygenase-2	96.31%	89.63%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.94%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.36%	99.17%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	85.49%	90.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.27%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.13%	86.33%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	83.62%	90.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.63%	93.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.04%	92.86%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.70%	97.09%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.54%	95.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.11%	97.50%

Plants that contains it

• Achillea ageratifolia

Cross-Links

• PubChem: 162922954
• LOTUS: LTS0036638
• wikiData: Q105206340