methyl (13Z)-13-ethylidene-18-formyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate

Details

• Internal ID: a95641f1-4ac2-494e-98df-e47a63f55bfd
• Taxonomy: Alkaloids and derivatives > Corynanthean-type alkaloids
• IUPAC Name: methyl (13Z)-13-ethylidene-18-formyl-8,15-diazapentacyclo[10.5.1.01,9.02,7.010,15]octadeca-2,4,6,8-tetraene-18-carboxylate
• SMILES (Canonical): CC=C1CN2CCC34C5=CC=CC=C5N=C3C2CC1C4(C=O)C(=O)OC
• SMILES (Isomeric): C/C=C/1\CN2CCC34C5=CC=CC=C5N=C3C2CC1C4(C=O)C(=O)OC
• InChI: InChI=1S/C21H22N2O3/c1-3-13-11-23-9-8-20-14-6-4-5-7-16(14)22-18(20)17(23)10-15(13)21(20,12-24)19(25)26-2/h3-7,12,15,17H,8-11H2,1-2H3/b13-3+
• InChI Key: NOKTUSVPNZHPFL-QLKAYGNNSA-N
• Popularity: 0 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): 59.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9530	95.30%
Caco-2	+	0.6529	65.29%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7420	74.20%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8916	89.16%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8448	84.48%
P-glycoprotein inhibitior	-	0.4945	49.45%
P-glycoprotein substrate	+	0.6212	62.12%
CYP3A4 substrate	+	0.6808	68.08%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.7327	73.27%
CYP3A4 inhibition	-	0.6508	65.08%
CYP2C9 inhibition	-	0.7324	73.24%
CYP2C19 inhibition	-	0.8484	84.84%
CYP2D6 inhibition	-	0.5892	58.92%
CYP1A2 inhibition	-	0.5638	56.38%
CYP2C8 inhibition	+	0.4767	47.67%
CYP inhibitory promiscuity	-	0.8092	80.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6734	67.34%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9924	99.24%
Skin irritation	-	0.7610	76.10%
Skin corrosion	-	0.9170	91.70%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7972	79.72%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5209	52.09%
skin sensitisation	-	0.8171	81.71%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6787	67.87%
Acute Oral Toxicity (c)	III	0.6513	65.13%
Estrogen receptor binding	+	0.6773	67.73%
Androgen receptor binding	+	0.7407	74.07%
Thyroid receptor binding	+	0.6480	64.80%
Glucocorticoid receptor binding	+	0.7167	71.67%
Aromatase binding	-	0.5555	55.55%
PPAR gamma	-	0.5376	53.76%
Honey bee toxicity	-	0.7915	79.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9799	97.99%

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	98.45%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.09%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.68%	90.00%
CHEMBL5028	O14672	ADAM10	87.86%	97.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.68%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.38%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.33%	94.45%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.06%	82.38%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.69%	90.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.61%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.26%	98.95%

Plants that contains it

• Rhazya stricta
• Tabernaemontana bovina

Cross-Links

• PubChem: 5324378
• LOTUS: LTS0225701
• wikiData: Q104401544