(1R,9R,11S,12E,17S)-8-acetyl-12-ethylidene-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-trien-10-one

Details

• Internal ID: 0c399fa0-bc16-4f56-8a89-1f977066cc97
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: (1R,9R,11S,12E,17S)-8-acetyl-12-ethylidene-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-trien-10-one
• InChI: InChI=1S/C20H22N2O2/c1-3-13-11-21-9-8-20-15-6-4-5-7-16(15)22(12(2)23)19(20)18(24)14(13)10-17(20)21/h3-7,14,17,19H,8-11H2,1-2H3/b13-3-/t14-,17-,19-,20+/m0/s1
• InChI Key: WNANGLZBLULYIC-XPBSPKHVSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂N₂O₂
• Molecular Weight: 322.40 g/mol
• Exact Mass: 322.168127949 g/mol
• Topological Polar Surface Area (TPSA): 40.60 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	+	0.9005	90.05%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5603	56.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9134	91.34%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.8013	80.13%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.6105	61.05%
P-glycoprotein inhibitior	-	0.6468	64.68%
P-glycoprotein substrate	-	0.5130	51.30%
CYP3A4 substrate	+	0.5856	58.56%
CYP2C9 substrate	-	0.8123	81.23%
CYP2D6 substrate	-	0.6819	68.19%
CYP3A4 inhibition	-	0.5123	51.23%
CYP2C9 inhibition	-	0.7259	72.59%
CYP2C19 inhibition	-	0.6578	65.78%
CYP2D6 inhibition	-	0.6794	67.94%
CYP1A2 inhibition	-	0.7252	72.52%
CYP2C8 inhibition	-	0.7641	76.41%
CYP inhibitory promiscuity	+	0.6177	61.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6170	61.70%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9929	99.29%
Skin irritation	-	0.7983	79.83%
Skin corrosion	-	0.9163	91.63%
Ames mutagenesis	-	0.5301	53.01%
Human Ether-a-go-go-Related Gene inhibition	+	0.6436	64.36%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.8369	83.69%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5475	54.75%
Estrogen receptor binding	+	0.6936	69.36%
Androgen receptor binding	+	0.7099	70.99%
Thyroid receptor binding	-	0.5507	55.07%
Glucocorticoid receptor binding	+	0.5529	55.29%
Aromatase binding	-	0.5218	52.18%
PPAR gamma	+	0.6132	61.32%
Honey bee toxicity	-	0.8926	89.26%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.8994	89.94%

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	97.33%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.15%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.60%	94.45%
CHEMBL4208	P20618	Proteasome component C5	88.75%	90.00%
CHEMBL2581	P07339	Cathepsin D	87.34%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.09%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.08%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.13%	89.00%
CHEMBL5028	O14672	ADAM10	81.66%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.53%	97.09%

Plants that contains it

• Strychnos variabilis

Cross-Links

• PubChem: 21763839
• LOTUS: LTS0256681
• wikiData: Q105308949