[(2E)-2-[(1R,11S,17S)-10-formyl-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,9-tetraen-12-ylidene]ethyl] acetate

Details

• Internal ID: c1498be3-50d5-46a8-b130-3a095f6c90d3
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: [(2E)-2-[(1R,11S,17S)-10-formyl-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,9-tetraen-12-ylidene]ethyl] acetate
• InChI: InChI=1S/C21H22N2O3/c1-13(25)26-9-6-14-11-23-8-7-21-17-4-2-3-5-18(17)22-20(21)16(12-24)15(14)10-19(21)23/h2-6,12,15,19,22H,7-11H2,1H3/b14-6-/t15-,19-,21+/m0/s1
• InChI Key: ROKFSHWWQWOVTB-QPJSYHFZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂N₂O₃
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.16304257 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9755	97.55%
Caco-2	-	0.5955	59.55%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8335	83.35%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8960	89.60%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9798	97.98%
P-glycoprotein inhibitior	+	0.6238	62.38%
P-glycoprotein substrate	+	0.5865	58.65%
CYP3A4 substrate	+	0.6726	67.26%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8339	83.39%
CYP3A4 inhibition	-	0.6641	66.41%
CYP2C9 inhibition	-	0.6640	66.40%
CYP2C19 inhibition	-	0.7514	75.14%
CYP2D6 inhibition	-	0.6908	69.08%
CYP1A2 inhibition	+	0.5386	53.86%
CYP2C8 inhibition	+	0.4801	48.01%
CYP inhibitory promiscuity	+	0.6050	60.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6539	65.39%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.9973	99.73%
Skin irritation	-	0.7666	76.66%
Skin corrosion	-	0.9317	93.17%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8053	80.53%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8273	82.73%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7665	76.65%
Acute Oral Toxicity (c)	III	0.5870	58.70%
Estrogen receptor binding	+	0.7709	77.09%
Androgen receptor binding	+	0.6469	64.69%
Thyroid receptor binding	-	0.5974	59.74%
Glucocorticoid receptor binding	+	0.5985	59.85%
Aromatase binding	-	0.5363	53.63%
PPAR gamma	+	0.6145	61.45%
Honey bee toxicity	-	0.8688	86.88%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	99.17%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.09%	97.25%
CHEMBL240	Q12809	HERG	94.71%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.40%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.32%	91.11%
CHEMBL4208	P20618	Proteasome component C5	89.70%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.12%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.86%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.72%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.67%	82.69%
CHEMBL238	Q01959	Dopamine transporter	84.36%	95.88%
CHEMBL5028	O14672	ADAM10	83.92%	97.50%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.26%	94.62%
CHEMBL2581	P07339	Cathepsin D	81.90%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.70%	94.08%

Plants that contains it

• Strychnos ngouniensis

Cross-Links

• PubChem: 163187001
• LOTUS: LTS0259673
• wikiData: Q105242271