13-Ethyl-16-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-one

Details

• Internal ID: 7f5438dd-ae51-4bc5-ab47-f2defcc9ea57
• Taxonomy: Alkaloids and derivatives > Tacaman alkaloids
• IUPAC Name: 13-ethyl-16-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-17-one
• SMILES (Canonical): CCC1CC2C3C4=C(CCN3C1)C5=CC=CC=C5N4C(=O)C2O
• SMILES (Isomeric): CCC1CC2C3C4=C(CCN3C1)C5=CC=CC=C5N4C(=O)C2O
• InChI: InChI=1S/C19H22N2O2/c1-2-11-9-14-16-17-13(7-8-20(16)10-11)12-5-3-4-6-15(12)21(17)19(23)18(14)22/h3-6,11,14,16,18,22H,2,7-10H2,1H3
• InChI Key: CFGWIGBXBJVRDV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O₂
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.168127949 g/mol
• Topological Polar Surface Area (TPSA): 45.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.60
• 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	+	0.9954	99.54%
Caco-2	+	0.8891	88.91%
Blood Brain Barrier	+	0.8038	80.38%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7661	76.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9118	91.18%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.6868	68.68%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6516	65.16%
P-glycoprotein inhibitior	-	0.8617	86.17%
P-glycoprotein substrate	+	0.5099	50.99%
CYP3A4 substrate	+	0.6365	63.65%
CYP2C9 substrate	-	0.8005	80.05%
CYP2D6 substrate	-	0.6934	69.34%
CYP3A4 inhibition	+	0.5723	57.23%
CYP2C9 inhibition	-	0.8331	83.31%
CYP2C19 inhibition	-	0.7762	77.62%
CYP2D6 inhibition	+	0.6112	61.12%
CYP1A2 inhibition	-	0.6435	64.35%
CYP2C8 inhibition	-	0.7160	71.60%
CYP inhibitory promiscuity	+	0.7417	74.17%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6901	69.01%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9745	97.45%
Skin irritation	-	0.7752	77.52%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3600	36.00%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.6602	66.02%
skin sensitisation	-	0.8847	88.47%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7940	79.40%
Acute Oral Toxicity (c)	III	0.5508	55.08%
Estrogen receptor binding	+	0.5778	57.78%
Androgen receptor binding	+	0.6187	61.87%
Thyroid receptor binding	+	0.5778	57.78%
Glucocorticoid receptor binding	+	0.6308	63.08%
Aromatase binding	-	0.5307	53.07%
PPAR gamma	+	0.5634	56.34%
Honey bee toxicity	-	0.8708	87.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.4477	44.77%

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	97.09%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.71%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.01%	97.25%
CHEMBL1914	P06276	Butyrylcholinesterase	92.95%	95.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.54%	85.14%
CHEMBL255	P29275	Adenosine A2b receptor	86.85%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.39%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.19%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.75%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.48%	97.09%
CHEMBL1978	P11511	Cytochrome P450 19A1	82.48%	91.76%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.79%	89.00%

Plants that contains it

• Tabernaemontana eglandulosa

Cross-Links

• PubChem: 85317663
• LOTUS: LTS0174525
• wikiData: Q104956528