12,17-Dihydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one

Details

• Internal ID: 6fbb48ec-c186-4041-bdde-f6d949c9d9c4
• Taxonomy: Alkaloids and derivatives > Lupin alkaloids > Sparteine, lupanine, and related alkaloids
• IUPAC Name: 12,17-dihydroxy-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecan-6-one
• SMILES (Canonical): C1CC2C3CN4CCC(CC4C(C3O)CN2C(=O)C1)O
• SMILES (Isomeric): C1CC2C3CN4CCC(CC4C(C3O)CN2C(=O)C1)O
• InChI: InChI=1S/C15H24N2O3/c18-9-4-5-16-7-10-12-2-1-3-14(19)17(12)8-11(15(10)20)13(16)6-9/h9-13,15,18,20H,1-8H2
• InChI Key: VBKIPESWZLTYJC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄N₂O₃
• Molecular Weight: 280.36 g/mol
• Exact Mass: 280.17869263 g/mol
• Topological Polar Surface Area (TPSA): 64.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.19
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9579	95.79%
Caco-2	-	0.5748	57.48%
Blood Brain Barrier	+	0.7316	73.16%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8465	84.65%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9423	94.23%
OATP1B3 inhibitior	+	0.9503	95.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7653	76.53%
P-glycoprotein inhibitior	-	0.9531	95.31%
P-glycoprotein substrate	-	0.7434	74.34%
CYP3A4 substrate	+	0.5391	53.91%
CYP2C9 substrate	-	0.8121	81.21%
CYP2D6 substrate	+	0.4247	42.47%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.9456	94.56%
CYP2C19 inhibition	-	0.8657	86.57%
CYP2D6 inhibition	-	0.8901	89.01%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	-	0.9595	95.95%
CYP inhibitory promiscuity	-	0.9617	96.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6362	63.62%
Eye corrosion	-	0.9805	98.05%
Eye irritation	-	0.7767	77.67%
Skin irritation	-	0.7588	75.88%
Skin corrosion	-	0.9313	93.13%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7164	71.64%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.9029	90.29%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6643	66.43%
Acute Oral Toxicity (c)	III	0.6123	61.23%
Estrogen receptor binding	-	0.5406	54.06%
Androgen receptor binding	+	0.5315	53.15%
Thyroid receptor binding	-	0.5837	58.37%
Glucocorticoid receptor binding	+	0.5508	55.08%
Aromatase binding	-	0.7772	77.72%
PPAR gamma	-	0.6804	68.04%
Honey bee toxicity	-	0.8783	87.83%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.9456	94.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.34%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.33%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.17%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.99%	93.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.17%	95.56%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.98%	98.46%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	84.87%	94.78%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	84.22%	96.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.05%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.25%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.85%	99.23%
CHEMBL217	P14416	Dopamine D2 receptor	81.92%	95.62%
CHEMBL1871	P10275	Androgen Receptor	81.56%	96.43%
CHEMBL1978	P11511	Cytochrome P450 19A1	80.93%	91.76%

Plants that contains it

• Pearsonia sessilifolia

Cross-Links

• PubChem: 73201048
• LOTUS: LTS0004497
• wikiData: Q105283301