methyl (1S,9S,10S,12R,13E,16R)-13-ethylidene-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-17-carboxylate

Details

• Internal ID: 809a1717-bde9-4fee-957c-0e517f4cd494
• Taxonomy: Alkaloids and derivatives > Corynanthean-type alkaloids
• IUPAC Name: methyl (1S,9S,10S,12R,13E,16R)-13-ethylidene-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-triene-17-carboxylate
• InChI: InChI=1S/C22H26N2O2/c1-4-13-11-24-17-9-15(13)22(20(25)26-3)12-21(10-18(22)24)14-7-5-6-8-16(14)23(2)19(17)21/h4-8,15,17-19H,9-12H2,1-3H3/b13-4-/t15-,17+,18-,19-,21-,22?/m1/s1
• InChI Key: PRBYEVQYZLEFMG-DSVRZAJDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₂O₂
• Molecular Weight: 350.50 g/mol
• Exact Mass: 350.199428076 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9740	97.40%
Caco-2	+	0.8417	84.17%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6957	69.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8715	87.15%
OATP1B3 inhibitior	+	0.9398	93.98%
MATE1 inhibitior	-	0.8409	84.09%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.6897	68.97%
P-glycoprotein inhibitior	-	0.4813	48.13%
P-glycoprotein substrate	+	0.5550	55.50%
CYP3A4 substrate	+	0.6893	68.93%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	+	0.4340	43.40%
CYP3A4 inhibition	-	0.6017	60.17%
CYP2C9 inhibition	-	0.6792	67.92%
CYP2C19 inhibition	-	0.6256	62.56%
CYP2D6 inhibition	+	0.5661	56.61%
CYP1A2 inhibition	-	0.5334	53.34%
CYP2C8 inhibition	-	0.6435	64.35%
CYP inhibitory promiscuity	+	0.5687	56.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6472	64.72%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9811	98.11%
Skin irritation	-	0.7683	76.83%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8420	84.20%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5054	50.54%
skin sensitisation	-	0.8283	82.83%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.6122	61.22%
Acute Oral Toxicity (c)	III	0.5546	55.46%
Estrogen receptor binding	+	0.7396	73.96%
Androgen receptor binding	+	0.7361	73.61%
Thyroid receptor binding	+	0.6020	60.20%
Glucocorticoid receptor binding	+	0.5817	58.17%
Aromatase binding	-	0.5433	54.33%
PPAR gamma	-	0.5175	51.75%
Honey bee toxicity	-	0.8841	88.41%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9856	98.56%

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	97.81%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.00%	95.56%
CHEMBL4208	P20618	Proteasome component C5	91.67%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.88%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.15%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.17%	86.33%
CHEMBL284	P27487	Dipeptidyl peptidase IV	86.08%	95.69%
CHEMBL2581	P07339	Cathepsin D	84.34%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.28%	91.07%
CHEMBL5028	O14672	ADAM10	83.88%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.45%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.29%	97.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.28%	93.65%

Plants that contains it

• Tabernaemontana corymbosa

Cross-Links

• PubChem: 122179180
• LOTUS: LTS0107997
• wikiData: Q105213606