1-(20-Hydroxy-16-methyl-15-oxa-1,11-diazahexacyclo[15.3.1.04,12.04,20.05,10.013,18]henicosa-5,7,9-trien-11-yl)ethanone

Details

• Internal ID: 69b9870d-b05c-4fbd-815a-4f5de4e09ffd
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: 1-(20-hydroxy-16-methyl-15-oxa-1,11-diazahexacyclo[15.3.1.04,12.04,20.05,10.013,18]henicosa-5,7,9-trien-11-yl)ethanone
• SMILES (Canonical): CC1C2CN3CCC45C3(CC2C(C4N(C6=CC=CC=C56)C(=O)C)CO1)O
• SMILES (Isomeric): CC1C2CN3CCC45C3(CC2C(C4N(C6=CC=CC=C56)C(=O)C)CO1)O
• InChI: InChI=1S/C21H26N2O3/c1-12-15-10-22-8-7-20-17-5-3-4-6-18(17)23(13(2)24)19(20)16(11-26-12)14(15)9-21(20,22)25/h3-6,12,14-16,19,25H,7-11H2,1-2H3
• InChI Key: LUEFSVPYUCJPRC-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): 53.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 4
• 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	+	0.9890	98.90%
Caco-2	+	0.8082	80.82%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4710	47.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9127	91.27%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5050	50.50%
P-glycoprotein inhibitior	-	0.7605	76.05%
P-glycoprotein substrate	+	0.5804	58.04%
CYP3A4 substrate	+	0.6227	62.27%
CYP2C9 substrate	-	0.5802	58.02%
CYP2D6 substrate	-	0.8198	81.98%
CYP3A4 inhibition	-	0.6156	61.56%
CYP2C9 inhibition	-	0.8866	88.66%
CYP2C19 inhibition	-	0.7313	73.13%
CYP2D6 inhibition	-	0.6775	67.75%
CYP1A2 inhibition	-	0.8593	85.93%
CYP2C8 inhibition	-	0.8348	83.48%
CYP inhibitory promiscuity	-	0.9498	94.98%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6583	65.83%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9726	97.26%
Skin irritation	-	0.8280	82.80%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6530	65.30%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5266	52.66%
skin sensitisation	-	0.8576	85.76%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8186	81.86%
Acute Oral Toxicity (c)	III	0.5126	51.26%
Estrogen receptor binding	+	0.7495	74.95%
Androgen receptor binding	+	0.7326	73.26%
Thyroid receptor binding	+	0.5815	58.15%
Glucocorticoid receptor binding	-	0.5533	55.33%
Aromatase binding	-	0.5520	55.20%
PPAR gamma	-	0.5394	53.94%
Honey bee toxicity	-	0.9050	90.50%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.6584	65.84%

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	96.47%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.16%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.33%	86.33%
CHEMBL5028	O14672	ADAM10	87.47%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.88%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.87%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.64%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.31%	90.17%
CHEMBL4208	P20618	Proteasome component C5	82.98%	90.00%

Plants that contains it

• Strychnos fendleri

Cross-Links

• PubChem: 13293321
• LOTUS: LTS0135298
• wikiData: Q105157356