N-[(1S,3R,7R,8R)-2-oxa-6-azatricyclo[4.2.1.03,7]nonan-8-yl]propanamide

Details

• Internal ID: 9bc30e1b-0e30-4fe0-bf25-9b18153f7059
• Taxonomy: Alkaloids and derivatives > Loline alkaloids and derivatives
• IUPAC Name: N-[(1S,3R,7R,8R)-2-oxa-6-azatricyclo[4.2.1.03,7]nonan-8-yl]propanamide
• SMILES (Canonical): CCC(=O)NC1C2CN3C1C(O2)CC3
• SMILES (Isomeric): CCC(=O)N[C@H]1[C@@H]2CN3[C@H]1[C@H](O2)CC3
• InChI: InChI=1S/C10H16N2O2/c1-2-8(13)11-9-7-5-12-4-3-6(14-7)10(9)12/h6-7,9-10H,2-5H2,1H3,(H,11,13)/t6-,7+,9+,10+/m1/s1
• InChI Key: DONSVQBFPXNWRA-KKHAAJSZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆N₂O₂
• Molecular Weight: 196.25 g/mol
• Exact Mass: 196.121177757 g/mol
• Topological Polar Surface Area (TPSA): 41.60 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.26
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.7306	73.06%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.6613	66.13%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9280	92.80%
OATP1B3 inhibitior	+	0.9455	94.55%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9105	91.05%
P-glycoprotein inhibitior	-	0.9610	96.10%
P-glycoprotein substrate	-	0.6337	63.37%
CYP3A4 substrate	+	0.5219	52.19%
CYP2C9 substrate	-	0.8295	82.95%
CYP2D6 substrate	+	0.3599	35.99%
CYP3A4 inhibition	-	0.9167	91.67%
CYP2C9 inhibition	-	0.9045	90.45%
CYP2C19 inhibition	-	0.6709	67.09%
CYP2D6 inhibition	-	0.7944	79.44%
CYP1A2 inhibition	-	0.8914	89.14%
CYP2C8 inhibition	-	0.9403	94.03%
CYP inhibitory promiscuity	-	0.8007	80.07%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6829	68.29%
Eye corrosion	-	0.9796	97.96%
Eye irritation	-	0.9717	97.17%
Skin irritation	-	0.7461	74.61%
Skin corrosion	-	0.8515	85.15%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5440	54.40%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.7676	76.76%
skin sensitisation	-	0.8849	88.49%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.6458	64.58%
Acute Oral Toxicity (c)	III	0.6584	65.84%
Estrogen receptor binding	-	0.8150	81.50%
Androgen receptor binding	-	0.8393	83.93%
Thyroid receptor binding	-	0.6112	61.12%
Glucocorticoid receptor binding	-	0.6563	65.63%
Aromatase binding	-	0.9122	91.22%
PPAR gamma	-	0.8278	82.78%
Honey bee toxicity	-	0.9392	93.92%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	-	0.9062	90.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.68%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.28%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.43%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.96%	94.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.58%	96.61%
CHEMBL2581	P07339	Cathepsin D	85.12%	98.95%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	84.32%	98.24%
CHEMBL5255	O00206	Toll-like receptor 4	84.24%	92.50%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.09%	94.66%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.97%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.90%	90.71%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.96%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.02%	99.17%
CHEMBL274	P51681	C-C chemokine receptor type 5	80.27%	98.77%

Plants that contains it

• Argyreia mollis

Cross-Links

• PubChem: 162976483
• LOTUS: LTS0167729
• wikiData: Q104986100