(1S,2S,9R,10S)-2-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one

Details

• Internal ID: 347f78ed-37ff-4bcc-961c-8ee5d75eefed
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
• IUPAC Name: (1S,2S,9R,10S)-2-hydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
• SMILES (Canonical): C1CCN2CC3CC(C2C1)CN4C3(CCCC4=O)O
• SMILES (Isomeric): C1CCN2C[C@@H]3C[C@@H]([C@@H]2C1)CN4[C@@]3(CCCC4=O)O
• InChI: InChI=1S/C15H24N2O2/c18-14-5-3-6-15(19)12-8-11(9-17(14)15)13-4-1-2-7-16(13)10-12/h11-13,19H,1-10H2/t11-,12+,13+,15+/m1/s1
• InChI Key: GNMOLCPEHSMYLC-OSFYFWSMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄N₂O₂
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.183778013 g/mol
• Topological Polar Surface Area (TPSA): 43.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.19
• 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	+	0.9741	97.41%
Caco-2	+	0.5680	56.80%
Blood Brain Barrier	+	0.8694	86.94%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7496	74.96%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.9563	95.63%
OATP1B3 inhibitior	+	0.9501	95.01%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7690	76.90%
P-glycoprotein inhibitior	-	0.9529	95.29%
P-glycoprotein substrate	-	0.7106	71.06%
CYP3A4 substrate	+	0.5600	56.00%
CYP2C9 substrate	-	0.6240	62.40%
CYP2D6 substrate	+	0.3517	35.17%
CYP3A4 inhibition	-	0.9509	95.09%
CYP2C9 inhibition	-	0.9479	94.79%
CYP2C19 inhibition	-	0.9119	91.19%
CYP2D6 inhibition	-	0.8153	81.53%
CYP1A2 inhibition	-	0.9047	90.47%
CYP2C8 inhibition	-	0.9377	93.77%
CYP inhibitory promiscuity	-	0.9720	97.20%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5840	58.40%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.6948	69.48%
Skin irritation	-	0.7350	73.50%
Skin corrosion	-	0.8832	88.32%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5508	55.08%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.6166	61.66%
skin sensitisation	-	0.8855	88.55%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5692	56.92%
Acute Oral Toxicity (c)	III	0.6112	61.12%
Estrogen receptor binding	-	0.7057	70.57%
Androgen receptor binding	-	0.5436	54.36%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5411	54.11%
Aromatase binding	-	0.6994	69.94%
PPAR gamma	-	0.6340	63.40%
Honey bee toxicity	-	0.8665	86.65%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	-	0.9674	96.74%

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	93.69%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	93.29%	93.04%
CHEMBL4235	P28845	11-beta-hydroxysteroid dehydrogenase 1	90.11%	97.98%
CHEMBL2581	P07339	Cathepsin D	89.56%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.61%	93.03%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.88%	94.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.58%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.27%	93.40%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.86%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.79%	95.56%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	86.56%	96.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.25%	94.45%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.84%	95.50%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	85.75%	94.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.12%	96.09%
CHEMBL238	Q01959	Dopamine transporter	85.10%	95.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.90%	95.89%
CHEMBL3012	Q13946	Phosphodiesterase 7A	84.56%	99.29%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.80%	93.00%
CHEMBL217	P14416	Dopamine D2 receptor	82.34%	95.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.33%	90.71%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.04%	94.08%
CHEMBL340	P08684	Cytochrome P450 3A4	81.90%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.67%	100.00%
CHEMBL1978	P11511	Cytochrome P450 19A1	81.08%	91.76%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.69%	82.69%
CHEMBL4608	P33032	Melanocortin receptor 5	80.48%	97.00%

Plants that contains it

• Bolusanthus speciosus

Cross-Links

• PubChem: 162939755
• LOTUS: LTS0206539
• wikiData: Q105012782