20-Ethyl-10-hydroxy-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,12(21)-tetraen-9-one

Details

• Internal ID: a959d595-a452-44b5-8e71-c7a1f42548fa
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: 20-ethyl-10-hydroxy-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,12(21)-tetraen-9-one
• InChI: InChI=1S/C21H24N2O2/c1-2-12-13-7-9-22-10-8-21(18(12)22)15-5-3-4-6-16(15)23-19(21)14(13)11-17(24)20(23)25/h3-6,12-13,17-18,24H,2,7-11H2,1H3
• InChI Key: CRCISYDLAFMOTM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₂
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.183778013 g/mol
• Topological Polar Surface Area (TPSA): 43.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 3
• 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	+	0.9900	99.00%
Caco-2	+	0.8719	87.19%
Blood Brain Barrier	+	0.7629	76.29%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6892	68.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8706	87.06%
OATP1B3 inhibitior	+	0.9454	94.54%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7543	75.43%
P-glycoprotein substrate	-	0.5497	54.97%
CYP3A4 substrate	+	0.5963	59.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4613	46.13%
CYP3A4 inhibition	-	0.5342	53.42%
CYP2C9 inhibition	-	0.7567	75.67%
CYP2C19 inhibition	-	0.7574	75.74%
CYP2D6 inhibition	-	0.5844	58.44%
CYP1A2 inhibition	-	0.7130	71.30%
CYP2C8 inhibition	-	0.7646	76.46%
CYP inhibitory promiscuity	-	0.5176	51.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5363	53.63%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9942	99.42%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.9059	90.59%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6683	66.83%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.8197	81.97%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5236	52.36%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.6771	67.71%
Androgen receptor binding	+	0.6832	68.32%
Thyroid receptor binding	-	0.5192	51.92%
Glucocorticoid receptor binding	+	0.6499	64.99%
Aromatase binding	-	0.6377	63.77%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8832	88.32%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.6686	66.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.31%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.49%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.64%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.46%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	85.73%	90.17%
CHEMBL4208	P20618	Proteasome component C5	85.22%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.60%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.32%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.76%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.73%	82.69%
CHEMBL240	Q12809	HERG	82.60%	89.76%

Plants that contains it

• Tabernaemontana corymbosa

Cross-Links

• PubChem: 163192653
• LOTUS: LTS0147998
• wikiData: Q104968448