2,12-Diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7,14-tetraen-17-ol

Details

• Internal ID: 03ba5cb3-d0e1-4ee2-a6b0-e10752be3513
• Taxonomy: Alkaloids and derivatives > Aspidofractine alkaloids
• IUPAC Name: 2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3,5,7,14-tetraen-17-ol
• SMILES (Canonical): C1CC23C=CCN4C2C5(C1(CC3O)NC6=CC=CC=C65)CC4
• SMILES (Isomeric): C1CC23C=CCN4C2C5(C1(CC3O)NC6=CC=CC=C65)CC4
• InChI: InChI=1S/C19H22N2O/c22-15-12-18-8-7-17(15)6-3-10-21-11-9-19(18,16(17)21)13-4-1-2-5-14(13)20-18/h1-6,15-16,20,22H,7-12H2
• InChI Key: HWJAYYGEOULNGC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.173213330 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 3
• 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	+	0.9803	98.03%
Caco-2	+	0.7513	75.13%
Blood Brain Barrier	+	0.8879	88.79%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5911	59.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9334	93.34%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.5634	56.34%
P-glycoprotein inhibitior	-	0.9461	94.61%
P-glycoprotein substrate	-	0.5216	52.16%
CYP3A4 substrate	+	0.5824	58.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5557	55.57%
CYP3A4 inhibition	-	0.9296	92.96%
CYP2C9 inhibition	-	0.8808	88.08%
CYP2C19 inhibition	-	0.8389	83.89%
CYP2D6 inhibition	+	0.6210	62.10%
CYP1A2 inhibition	-	0.6471	64.71%
CYP2C8 inhibition	-	0.7738	77.38%
CYP inhibitory promiscuity	-	0.8090	80.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6084	60.84%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9920	99.20%
Skin irritation	-	0.7060	70.60%
Skin corrosion	-	0.8880	88.80%
Ames mutagenesis	-	0.5170	51.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6543	65.43%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5396	53.96%
skin sensitisation	-	0.8237	82.37%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	-	0.6071	60.71%
Acute Oral Toxicity (c)	III	0.4931	49.31%
Estrogen receptor binding	+	0.5786	57.86%
Androgen receptor binding	+	0.7247	72.47%
Thyroid receptor binding	+	0.5253	52.53%
Glucocorticoid receptor binding	-	0.7085	70.85%
Aromatase binding	+	0.5457	54.57%
PPAR gamma	+	0.7270	72.70%
Honey bee toxicity	-	0.8916	89.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.5986	59.86%

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	95.95%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL4208	P20618	Proteasome component C5	90.67%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.96%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	83.96%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.20%	94.62%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	82.45%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.21%	95.89%

Plants that contains it

• Kopsia teoi

Cross-Links

• PubChem: 162944204
• LOTUS: LTS0169507
• wikiData: Q105034673