2-hydroxy-1-[(4R,12R,16R,17S,18S,20S)-16-methyl-15-oxa-1,11-diazahexacyclo[15.3.1.04,12.04,20.05,10.013,18]henicosa-5,7,9,13-tetraen-11-yl]ethanone

Details

• Internal ID: 03a9558b-ee0d-4ee2-b447-1f79a08e2459
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: 2-hydroxy-1-[(4R,12R,16R,17S,18S,20S)-16-methyl-15-oxa-1,11-diazahexacyclo[15.3.1.04,12.04,20.05,10.013,18]henicosa-5,7,9,13-tetraen-11-yl]ethanone
• InChI: InChI=1S/C21H24N2O3/c1-12-14-9-22-7-6-21-16-4-2-3-5-17(16)23(19(25)10-24)20(21)15(11-26-12)13(14)8-18(21)22/h2-5,11-14,18,20,24H,6-10H2,1H3/t12-,13+,14+,18+,20+,21-/m1/s1
• InChI Key: KOFCAAIDDSFWTB-MEQFOAKYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₃
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.17869263 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.66
• 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	+	0.9761	97.61%
Caco-2	+	0.8472	84.72%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6200	62.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8744	87.44%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.8452	84.52%
OCT2 inhibitior	+	0.5439	54.39%
BSEP inhibitior	-	0.6487	64.87%
P-glycoprotein inhibitior	-	0.6387	63.87%
P-glycoprotein substrate	+	0.6913	69.13%
CYP3A4 substrate	+	0.6513	65.13%
CYP2C9 substrate	-	0.8047	80.47%
CYP2D6 substrate	-	0.6619	66.19%
CYP3A4 inhibition	-	0.8093	80.93%
CYP2C9 inhibition	-	0.8228	82.28%
CYP2C19 inhibition	-	0.7134	71.34%
CYP2D6 inhibition	-	0.8031	80.31%
CYP1A2 inhibition	-	0.7140	71.40%
CYP2C8 inhibition	-	0.5630	56.30%
CYP inhibitory promiscuity	-	0.7110	71.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5970	59.70%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9916	99.16%
Skin irritation	-	0.7859	78.59%
Skin corrosion	-	0.8989	89.89%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7943	79.43%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8269	82.69%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6458	64.58%
Acute Oral Toxicity (c)	III	0.5910	59.10%
Estrogen receptor binding	+	0.6992	69.92%
Androgen receptor binding	+	0.7762	77.62%
Thyroid receptor binding	+	0.6013	60.13%
Glucocorticoid receptor binding	+	0.5604	56.04%
Aromatase binding	+	0.5282	52.82%
PPAR gamma	+	0.5222	52.22%
Honey bee toxicity	-	0.8976	89.76%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.7435	74.35%

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	97.83%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.19%	86.33%
CHEMBL233	P35372	Mu opioid receptor	93.21%	97.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.85%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.92%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.55%	91.11%
CHEMBL5028	O14672	ADAM10	85.67%	97.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.40%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.97%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.80%	100.00%
CHEMBL2581	P07339	Cathepsin D	81.17%	98.95%

Plants that contains it

• Strychnos henningsii

Cross-Links

• PubChem: 162910829
• LOTUS: LTS0009635
• wikiData: Q105143784