1-(4-Hydroxy-2,12-diazahexacyclo[14.3.2.19,12.01,9.03,8.016,22]docosa-3(8),4,6-trien-2-yl)ethanone

Details

• Internal ID: a1b928e2-f6e3-40d4-8a1e-8dcfb164e996
• Taxonomy: Alkaloids and derivatives > Aspidospermatan-type alkaloids
• IUPAC Name: 1-(4-hydroxy-2,12-diazahexacyclo[14.3.2.19,12.01,9.03,8.016,22]docosa-3(8),4,6-trien-2-yl)ethanone
• InChI: InChI=1S/C22H28N2O2/c1-15(25)24-18-16(5-2-6-17(18)26)22-12-14-23-13-4-8-20(19(22)23)7-3-9-21(22,24)11-10-20/h2,5-6,19,26H,3-4,7-14H2,1H3
• InChI Key: CEYYGKWFSIIYLP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈N₂O₂
• Molecular Weight: 352.50 g/mol
• Exact Mass: 352.215078140 g/mol
• Topological Polar Surface Area (TPSA): 43.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.57
• 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	+	0.9796	97.96%
Caco-2	+	0.6549	65.49%
Blood Brain Barrier	+	0.8817	88.17%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7281	72.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9185	91.85%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	+	0.6750	67.50%
BSEP inhibitior	-	0.4939	49.39%
P-glycoprotein inhibitior	-	0.8425	84.25%
P-glycoprotein substrate	+	0.5068	50.68%
CYP3A4 substrate	+	0.6328	63.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3931	39.31%
CYP3A4 inhibition	+	0.7907	79.07%
CYP2C9 inhibition	-	0.8615	86.15%
CYP2C19 inhibition	-	0.6993	69.93%
CYP2D6 inhibition	+	0.5194	51.94%
CYP1A2 inhibition	-	0.5437	54.37%
CYP2C8 inhibition	-	0.7866	78.66%
CYP inhibitory promiscuity	+	0.5645	56.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6661	66.61%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9656	96.56%
Skin irritation	-	0.8098	80.98%
Skin corrosion	-	0.9246	92.46%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5096	50.96%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.7177	71.77%
skin sensitisation	-	0.8492	84.92%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.6829	68.29%
Acute Oral Toxicity (c)	III	0.5002	50.02%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.7392	73.92%
Thyroid receptor binding	+	0.6120	61.20%
Glucocorticoid receptor binding	+	0.5610	56.10%
Aromatase binding	-	0.5799	57.99%
PPAR gamma	+	0.6311	63.11%
Honey bee toxicity	-	0.9409	94.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6151	61.51%
Fish aquatic toxicity	-	0.4192	41.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.82%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.32%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.25%	91.11%
CHEMBL4208	P20618	Proteasome component C5	86.18%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.13%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.55%	93.03%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.10%	97.25%
CHEMBL5028	O14672	ADAM10	83.49%	97.50%
CHEMBL233	P35372	Mu opioid receptor	83.22%	97.93%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.19%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.56%	93.56%

Plants that contains it

• Aspidosperma pyrifolium

Cross-Links

• PubChem: 162820617
• LOTUS: LTS0212779
• wikiData: Q103817668