4-Hydroxy-12-methoxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one

Details

• Internal ID: b9e8bcac-cea9-4b65-a030-1a0ec49acdad
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
• IUPAC Name: 4-hydroxy-12-methoxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
• SMILES (Canonical): COC1CCN2CC3CC(C2C1)CN4C3CC(CC4=O)O
• SMILES (Isomeric): COC1CCN2CC3CC(C2C1)CN4C3CC(CC4=O)O
• InChI: InChI=1S/C16H26N2O3/c1-21-13-2-3-17-8-10-4-11(14(17)7-13)9-18-15(10)5-12(19)6-16(18)20/h10-15,19H,2-9H2,1H3
• InChI Key: FYIAUDFYQXDNLE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆N₂O₃
• Molecular Weight: 294.39 g/mol
• Exact Mass: 294.19434270 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.47
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9818	98.18%
Caco-2	+	0.6866	68.66%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6840	68.40%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9319	93.19%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6767	67.67%
P-glycoprotein inhibitior	-	0.8779	87.79%
P-glycoprotein substrate	+	0.5446	54.46%
CYP3A4 substrate	+	0.5668	56.68%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	+	0.4147	41.47%
CYP3A4 inhibition	-	0.8967	89.67%
CYP2C9 inhibition	-	0.9457	94.57%
CYP2C19 inhibition	-	0.8966	89.66%
CYP2D6 inhibition	-	0.8605	86.05%
CYP1A2 inhibition	-	0.9105	91.05%
CYP2C8 inhibition	-	0.9453	94.53%
CYP inhibitory promiscuity	-	0.9685	96.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6217	62.17%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.9277	92.77%
Skin irritation	-	0.7758	77.58%
Skin corrosion	-	0.9343	93.43%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6040	60.40%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8908	89.08%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7698	76.98%
Acute Oral Toxicity (c)	III	0.7284	72.84%
Estrogen receptor binding	-	0.4940	49.40%
Androgen receptor binding	+	0.5309	53.09%
Thyroid receptor binding	-	0.5288	52.88%
Glucocorticoid receptor binding	-	0.7203	72.03%
Aromatase binding	-	0.7408	74.08%
PPAR gamma	-	0.7119	71.19%
Honey bee toxicity	-	0.8427	84.27%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	-	0.9485	94.85%

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	96.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.78%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.08%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.97%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.22%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.21%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.38%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.16%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.47%	85.14%
CHEMBL1871	P10275	Androgen Receptor	83.45%	96.43%
CHEMBL1902	P62942	FK506-binding protein 1A	81.84%	97.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.09%	95.89%
CHEMBL3820	P35557	Hexokinase type IV	80.85%	91.96%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73201092
• LOTUS: LTS0223320
• wikiData: Q105004491