(1R,2R,9S,10S,14S)-14-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane-6,16-dione

Details

• Internal ID: 791c522a-ebaf-49eb-b2f8-41746d5adecc
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
• IUPAC Name: (1R,2R,9S,10S,14S)-14-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane-6,16-dione
• InChI: InChI=1S/C15H22N2O3/c18-13-5-2-4-12-10-7-9(8-16(12)13)11-3-1-6-14(19)17(11)15(10)20/h9-12,14,19H,1-8H2/t9-,10+,11-,12+,14-/m0/s1
• InChI Key: DUWSBJYHDRCLCG-XJGUIPMBSA-N
• Popularity: 2 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): 60.90 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9708	97.08%
Caco-2	+	0.4902	49.02%
Blood Brain Barrier	+	0.7066	70.66%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8664	86.64%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.8966	89.66%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6072	60.72%
BSEP inhibitior	-	0.7388	73.88%
P-glycoprotein inhibitior	-	0.9373	93.73%
P-glycoprotein substrate	-	0.7854	78.54%
CYP3A4 substrate	+	0.5403	54.03%
CYP2C9 substrate	-	0.7818	78.18%
CYP2D6 substrate	-	0.8022	80.22%
CYP3A4 inhibition	-	0.9370	93.70%
CYP2C9 inhibition	-	0.9654	96.54%
CYP2C19 inhibition	-	0.9397	93.97%
CYP2D6 inhibition	-	0.9403	94.03%
CYP1A2 inhibition	-	0.8912	89.12%
CYP2C8 inhibition	-	0.9279	92.79%
CYP inhibitory promiscuity	-	0.9873	98.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6449	64.49%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.6874	68.74%
Skin irritation	-	0.8071	80.71%
Skin corrosion	-	0.9442	94.42%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7752	77.52%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9186	91.86%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5499	54.99%
Acute Oral Toxicity (c)	III	0.5913	59.13%
Estrogen receptor binding	-	0.5167	51.67%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6352	63.52%
Glucocorticoid receptor binding	-	0.5781	57.81%
Aromatase binding	-	0.8226	82.26%
PPAR gamma	-	0.7495	74.95%
Honey bee toxicity	-	0.8994	89.94%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.8374	83.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1902	P62942	FK506-binding protein 1A	91.58%	97.05%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.22%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.60%	97.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.34%	95.58%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.18%	95.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.49%	93.03%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.47%	96.38%
CHEMBL1978	P11511	Cytochrome P450 19A1	87.11%	91.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.70%	97.25%
CHEMBL217	P14416	Dopamine D2 receptor	85.57%	95.62%
CHEMBL1951	P21397	Monoamine oxidase A	85.52%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.79%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.37%	90.71%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.83%	98.46%

Plants that contains it

• Lupinus albus

Cross-Links

• PubChem: 101678917
• LOTUS: LTS0047740
• wikiData: Q104989554