N-[(E)-[(8aR)-2,3,5,6,7,8a-hexahydro-1H-indolizin-8-ylidene]methyl]acetamide

Details

• Internal ID: 10d9c00b-730d-454f-a74a-fc407de64d7e
• Taxonomy: Organoheterocyclic compounds > Indolizidines
• IUPAC Name: N-[(E)-[(8aR)-2,3,5,6,7,8a-hexahydro-1H-indolizin-8-ylidene]methyl]acetamide
• SMILES (Canonical): CC(=O)NC=C1CCCN2C1CCC2
• SMILES (Isomeric): CC(=O)N/C=C/1\CCCN2[C@@H]1CCC2
• InChI: InChI=1S/C11H18N2O/c1-9(14)12-8-10-4-2-6-13-7-3-5-11(10)13/h8,11H,2-7H2,1H3,(H,12,14)/b10-8+/t11-/m1/s1
• InChI Key: XFXWSNNXWYYOKM-RJCSOLBVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₈N₂O
• Molecular Weight: 194.27 g/mol
• Exact Mass: 194.141913202 g/mol
• Topological Polar Surface Area (TPSA): 32.30 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.7257	72.57%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5193	51.93%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.9365	93.65%
OATP1B3 inhibitior	+	0.9453	94.53%
MATE1 inhibitior	-	0.8809	88.09%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.8777	87.77%
P-glycoprotein inhibitior	-	0.9839	98.39%
P-glycoprotein substrate	-	0.8032	80.32%
CYP3A4 substrate	-	0.5357	53.57%
CYP2C9 substrate	-	0.8536	85.36%
CYP2D6 substrate	+	0.4277	42.77%
CYP3A4 inhibition	-	0.9499	94.99%
CYP2C9 inhibition	-	0.8984	89.84%
CYP2C19 inhibition	-	0.8287	82.87%
CYP2D6 inhibition	-	0.8459	84.59%
CYP1A2 inhibition	-	0.7241	72.41%
CYP2C8 inhibition	-	0.9637	96.37%
CYP inhibitory promiscuity	-	0.6753	67.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6739	67.39%
Eye corrosion	-	0.9469	94.69%
Eye irritation	-	0.9211	92.11%
Skin irritation	-	0.7073	70.73%
Skin corrosion	-	0.8762	87.62%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5313	53.13%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6585	65.85%
skin sensitisation	-	0.8631	86.31%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6548	65.48%
Acute Oral Toxicity (c)	III	0.4860	48.60%
Estrogen receptor binding	-	0.9542	95.42%
Androgen receptor binding	-	0.7503	75.03%
Thyroid receptor binding	-	0.8239	82.39%
Glucocorticoid receptor binding	-	0.6593	65.93%
Aromatase binding	-	0.7671	76.71%
PPAR gamma	-	0.8768	87.68%
Honey bee toxicity	-	0.9584	95.84%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.5187	51.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.90%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	91.26%	95.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.82%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.59%	93.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.32%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.96%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.83%	99.23%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	82.69%	98.24%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.66%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.63%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.20%	94.33%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.39%	97.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.23%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.37%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.36%	94.45%

Plants that contains it

• Maackia amurensis
• Maackia tenuifolia

Cross-Links

• PubChem: 21599262
• LOTUS: LTS0055112
• wikiData: Q105327377