[(1R,2S,4S,9R,10R)-14-oxo-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-4-yl] 3-methylbutanoate

Details

• Internal ID: a92804d6-f340-4c4c-b5c0-53ce9f06f5f9
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
• IUPAC Name: [(1R,2S,4S,9R,10R)-14-oxo-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-4-yl] 3-methylbutanoate
• SMILES (Canonical): CC(C)CC(=O)OC1CCN2CC3CC(C2C1)CN4C3CCCC4=O
• SMILES (Isomeric): CC(C)CC(=O)O[C@H]1CCN2C[C@H]3C[C@@H]([C@@H]2C1)CN4[C@@H]3CCCC4=O
• InChI: InChI=1S/C20H32N2O3/c1-13(2)8-20(24)25-16-6-7-21-11-14-9-15(18(21)10-16)12-22-17(14)4-3-5-19(22)23/h13-18H,3-12H2,1-2H3/t14-,15-,16+,17-,18+/m1/s1
• InChI Key: VFLZLHQEIKPJCQ-SFFUCWETSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂N₂O₃
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.24129289 g/mol
• Topological Polar Surface Area (TPSA): 49.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9580	95.80%
Caco-2	+	0.6351	63.51%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8337	83.37%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9070	90.70%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.6103	61.03%
P-glycoprotein inhibitior	-	0.6530	65.30%
P-glycoprotein substrate	+	0.6089	60.89%
CYP3A4 substrate	+	0.6124	61.24%
CYP2C9 substrate	-	0.8140	81.40%
CYP2D6 substrate	+	0.3445	34.45%
CYP3A4 inhibition	-	0.9583	95.83%
CYP2C9 inhibition	-	0.8449	84.49%
CYP2C19 inhibition	-	0.6803	68.03%
CYP2D6 inhibition	-	0.9241	92.41%
CYP1A2 inhibition	-	0.8694	86.94%
CYP2C8 inhibition	-	0.9233	92.33%
CYP inhibitory promiscuity	-	0.8527	85.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6420	64.20%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.8141	81.41%
Skin irritation	-	0.8311	83.11%
Skin corrosion	-	0.9391	93.91%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4470	44.70%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8785	87.85%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5068	50.68%
Acute Oral Toxicity (c)	III	0.7418	74.18%
Estrogen receptor binding	-	0.5683	56.83%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5751	57.51%
Glucocorticoid receptor binding	-	0.4908	49.08%
Aromatase binding	-	0.6789	67.89%
PPAR gamma	-	0.6311	63.11%
Honey bee toxicity	-	0.9214	92.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.4908	49.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.57%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.26%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.07%	94.45%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.30%	96.47%
CHEMBL4588	P22894	Matrix metalloproteinase 8	91.04%	94.66%
CHEMBL321	P14780	Matrix metalloproteinase 9	89.09%	92.12%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.07%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.06%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.20%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.40%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.24%	95.89%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	86.07%	98.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.39%	91.19%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	85.30%	91.43%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.98%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.97%	94.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.43%	93.03%
CHEMBL333	P08253	Matrix metalloproteinase-2	84.43%	96.31%
CHEMBL5255	O00206	Toll-like receptor 4	84.08%	92.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.41%	90.08%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.99%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.70%	95.50%

Plants that contains it

• Rothia indica

Cross-Links

• PubChem: 162850223
• LOTUS: LTS0061147
• wikiData: Q105285430