[(1S,2S,9aR)-1-(hydroxymethyl)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-2-yl] 1H-pyrrole-2-carboxylate

Details

• Internal ID: 71bd3222-5293-45f1-84a3-cd708a428277
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Lupinine-type alkaloids
• IUPAC Name: [(1S,2S,9aR)-1-(hydroxymethyl)-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-2-yl] 1H-pyrrole-2-carboxylate
• SMILES (Canonical): C1CCN2CCC(C(C2C1)CO)OC(=O)C3=CC=CN3
• SMILES (Isomeric): C1CCN2CC[C@@H]([C@@H]([C@H]2C1)CO)OC(=O)C3=CC=CN3
• InChI: InChI=1S/C15H22N2O3/c18-10-11-13-5-1-2-8-17(13)9-6-14(11)20-15(19)12-4-3-7-16-12/h3-4,7,11,13-14,16,18H,1-2,5-6,8-10H2/t11-,13-,14+/m1/s1
• InChI Key: RVWTUSYTKKQYFP-BNOWGMLFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂N₂O₃
• Molecular Weight: 278.35 g/mol
• Exact Mass: 278.16304257 g/mol
• Topological Polar Surface Area (TPSA): 65.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.41
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9428	94.28%
Caco-2	+	0.6877	68.77%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8303	83.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9294	92.94%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.7828	78.28%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4656	46.56%
P-glycoprotein inhibitior	-	0.8656	86.56%
P-glycoprotein substrate	-	0.7178	71.78%
CYP3A4 substrate	+	0.5382	53.82%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	+	0.4345	43.45%
CYP3A4 inhibition	-	0.7948	79.48%
CYP2C9 inhibition	-	0.8858	88.58%
CYP2C19 inhibition	-	0.9060	90.60%
CYP2D6 inhibition	-	0.8570	85.70%
CYP1A2 inhibition	-	0.6524	65.24%
CYP2C8 inhibition	-	0.8232	82.32%
CYP inhibitory promiscuity	-	0.5207	52.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6326	63.26%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8920	89.20%
Skin irritation	-	0.7906	79.06%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.7282	72.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.6422	64.22%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.8084	80.84%
skin sensitisation	-	0.9017	90.17%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7111	71.11%
Acute Oral Toxicity (c)	III	0.5292	52.92%
Estrogen receptor binding	-	0.7081	70.81%
Androgen receptor binding	-	0.6954	69.54%
Thyroid receptor binding	-	0.7453	74.53%
Glucocorticoid receptor binding	-	0.7393	73.93%
Aromatase binding	-	0.7489	74.89%
PPAR gamma	-	0.6885	68.85%
Honey bee toxicity	-	0.9337	93.37%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	-	0.8075	80.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.72%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.65%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.73%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.85%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.22%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.17%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.76%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.14%	95.83%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.14%	95.56%
CHEMBL4072	P07858	Cathepsin B	83.59%	93.67%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.41%	97.28%

Plants that contains it

• Virgilia divaricata

Cross-Links

• PubChem: 15690943
• LOTUS: LTS0164107
• wikiData: Q105246365