1-[12-(2-Hydroxyethylidene)-10-(hydroxymethyl)-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-trien-8-yl]ethanone

Details

• Internal ID: e1a4a888-a783-4f81-a5ca-8a32d816f098
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: 1-[12-(2-hydroxyethylidene)-10-(hydroxymethyl)-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-trien-8-yl]ethanone
• SMILES (Canonical): CC(=O)N1C2C(C3CC4C2(CCN4CC3=CCO)C5=CC=CC=C51)CO
• SMILES (Isomeric): CC(=O)N1C2C(C3CC4C2(CCN4CC3=CCO)C5=CC=CC=C51)CO
• InChI: InChI=1S/C21H26N2O3/c1-13(26)23-18-5-3-2-4-17(18)21-7-8-22-11-14(6-9-24)15(10-19(21)22)16(12-25)20(21)23/h2-6,15-16,19-20,24-25H,7-12H2,1H3
• InChI Key: IBMZGBUUFLTKEA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂O₃
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.19434270 g/mol
• Topological Polar Surface Area (TPSA): 64.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9265	92.65%
Caco-2	+	0.7343	73.43%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8271	82.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.7703	77.03%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7042	70.42%
P-glycoprotein inhibitior	-	0.6831	68.31%
P-glycoprotein substrate	+	0.5549	55.49%
CYP3A4 substrate	+	0.6047	60.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7029	70.29%
CYP3A4 inhibition	-	0.6433	64.33%
CYP2C9 inhibition	-	0.8082	80.82%
CYP2C19 inhibition	-	0.7644	76.44%
CYP2D6 inhibition	-	0.8520	85.20%
CYP1A2 inhibition	-	0.7092	70.92%
CYP2C8 inhibition	-	0.6570	65.70%
CYP inhibitory promiscuity	-	0.5346	53.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6567	65.67%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9831	98.31%
Skin irritation	-	0.7902	79.02%
Skin corrosion	-	0.9287	92.87%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7570	75.70%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5303	53.03%
skin sensitisation	-	0.8464	84.64%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6654	66.54%
Acute Oral Toxicity (c)	III	0.5781	57.81%
Estrogen receptor binding	+	0.6465	64.65%
Androgen receptor binding	+	0.6713	67.13%
Thyroid receptor binding	-	0.5685	56.85%
Glucocorticoid receptor binding	-	0.4903	49.03%
Aromatase binding	-	0.5854	58.54%
PPAR gamma	-	0.6271	62.71%
Honey bee toxicity	-	0.8379	83.79%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8683	86.83%

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	98.87%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.49%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.88%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.80%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.17%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.88%	97.09%
CHEMBL4208	P20618	Proteasome component C5	86.35%	90.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.33%	82.69%
CHEMBL5028	O14672	ADAM10	83.23%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.66%	94.62%
CHEMBL340	P08684	Cytochrome P450 3A4	81.53%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.45%	100.00%

Plants that contains it

• Strychnos henningsii

Cross-Links

• PubChem: 162971909
• LOTUS: LTS0032962
• wikiData: Q105036581