[(1R,2R,4S,9R,10S)-14-oxo-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-4-yl] hexanoate

Details

• Internal ID: 4a003bdf-63c1-479a-a50b-0c79aa6a8254
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
• IUPAC Name: [(1R,2R,4S,9R,10S)-14-oxo-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-4-yl] hexanoate
• SMILES (Canonical): CCCCCC(=O)OC1CCN2CC3CC(C2C1)CN4C3CCCC4=O
• SMILES (Isomeric): CCCCCC(=O)O[C@H]1CCN2C[C@H]3C[C@@H]([C@H]2C1)CN4[C@H]3CCCC4=O
• InChI: InChI=1S/C21H34N2O3/c1-2-3-4-8-21(25)26-17-9-10-22-13-15-11-16(19(22)12-17)14-23-18(15)6-5-7-20(23)24/h15-19H,2-14H2,1H3/t15-,16-,17+,18+,19-/m1/s1
• InChI Key: IWKSNUCWADZDQR-ZSXDVEMLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₄N₂O₃
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.25694295 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	+	0.6477	64.77%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6684	66.84%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.8869	88.69%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7881	78.81%
P-glycoprotein inhibitior	-	0.6449	64.49%
P-glycoprotein substrate	+	0.6314	63.14%
CYP3A4 substrate	+	0.6021	60.21%
CYP2C9 substrate	-	0.8140	81.40%
CYP2D6 substrate	+	0.3445	34.45%
CYP3A4 inhibition	-	0.9410	94.10%
CYP2C9 inhibition	-	0.8632	86.32%
CYP2C19 inhibition	-	0.6983	69.83%
CYP2D6 inhibition	-	0.9178	91.78%
CYP1A2 inhibition	-	0.8416	84.16%
CYP2C8 inhibition	-	0.8279	82.79%
CYP inhibitory promiscuity	-	0.7724	77.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6054	60.54%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.8685	86.85%
Skin irritation	-	0.8281	82.81%
Skin corrosion	-	0.9451	94.51%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3934	39.34%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6324	63.24%
skin sensitisation	-	0.8776	87.76%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5362	53.62%
Acute Oral Toxicity (c)	III	0.7850	78.50%
Estrogen receptor binding	+	0.5411	54.11%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5946	59.46%
Glucocorticoid receptor binding	+	0.5830	58.30%
Aromatase binding	-	0.7048	70.48%
PPAR gamma	-	0.7184	71.84%
Honey bee toxicity	-	0.9508	95.08%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6553	65.53%
Fish aquatic toxicity	+	0.6764	67.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.79%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.85%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.62%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	95.43%	89.63%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	93.86%	91.81%
CHEMBL5255	O00206	Toll-like receptor 4	93.82%	92.50%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.36%	95.17%
CHEMBL321	P14780	Matrix metalloproteinase 9	90.42%	92.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.32%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.16%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.23%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.28%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.74%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.09%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.73%	94.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.22%	93.03%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.86%	94.66%
CHEMBL340	P08684	Cytochrome P450 3A4	85.62%	91.19%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.79%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.12%	95.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.43%	92.86%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.55%	98.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.33%	99.23%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.76%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.67%	86.33%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	81.15%	85.94%
CHEMBL217	P14416	Dopamine D2 receptor	80.52%	95.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.03%	95.89%

Plants that contains it

• Lupinus angustifolius

Cross-Links

• PubChem: 162872806
• LOTUS: LTS0234390
• wikiData: Q105121700