11-(2-Hydroxyacetyl)-16-methyl-15-oxa-1,11-diazapentacyclo[15.3.1.04,12.05,10.013,18]henicosa-4(12),5,7,9,13-pentaen-20-one

Details

• Internal ID: 0891828d-9a5e-4412-9a7a-a77d5af160fd
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: 11-(2-hydroxyacetyl)-16-methyl-15-oxa-1,11-diazapentacyclo[15.3.1.04,12.05,10.013,18]henicosa-4(12),5,7,9,13-pentaen-20-one
• InChI: InChI=1S/C21H22N2O4/c1-12-16-9-22-7-6-14-13-4-2-3-5-18(13)23(20(26)10-24)21(14)17(11-27-12)15(16)8-19(22)25/h2-5,11-12,15-16,24H,6-10H2,1H3
• InChI Key: RBFOYRLZWHEUTR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂N₂O₄
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.15795719 g/mol
• Topological Polar Surface Area (TPSA): 71.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 5
• 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	+	0.9777	97.77%
Caco-2	+	0.6563	65.63%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7556	75.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8838	88.38%
OATP1B3 inhibitior	+	0.9378	93.78%
MATE1 inhibitior	-	0.7870	78.70%
OCT2 inhibitior	-	0.5382	53.82%
BSEP inhibitior	+	0.5920	59.20%
P-glycoprotein inhibitior	+	0.5863	58.63%
P-glycoprotein substrate	+	0.5976	59.76%
CYP3A4 substrate	+	0.6799	67.99%
CYP2C9 substrate	-	0.5723	57.23%
CYP2D6 substrate	-	0.8486	84.86%
CYP3A4 inhibition	-	0.8934	89.34%
CYP2C9 inhibition	-	0.7536	75.36%
CYP2C19 inhibition	-	0.7998	79.98%
CYP2D6 inhibition	-	0.9431	94.31%
CYP1A2 inhibition	-	0.7853	78.53%
CYP2C8 inhibition	+	0.4584	45.84%
CYP inhibitory promiscuity	-	0.7841	78.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5477	54.77%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9924	99.24%
Skin irritation	-	0.7962	79.62%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6831	68.31%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6774	67.74%
Acute Oral Toxicity (c)	III	0.6579	65.79%
Estrogen receptor binding	+	0.5506	55.06%
Androgen receptor binding	+	0.6860	68.60%
Thyroid receptor binding	-	0.5440	54.40%
Glucocorticoid receptor binding	+	0.8005	80.05%
Aromatase binding	-	0.4854	48.54%
PPAR gamma	-	0.5133	51.33%
Honey bee toxicity	-	0.9025	90.25%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7273	72.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.08%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.66%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.21%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.02%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.67%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.28%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.03%	99.23%
CHEMBL5028	O14672	ADAM10	84.85%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	83.32%	91.49%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.80%	90.08%
CHEMBL255	P29275	Adenosine A2b receptor	80.54%	98.59%

Plants that contains it

• Strychnos henningsii

Cross-Links

• PubChem: 162925124
• LOTUS: LTS0090573
• wikiData: Q105233090