13-Ethylidene-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-trien-18-one

Details

• Internal ID: fc7ec72f-e658-4f1d-a4c6-95909d34dbe4
• Taxonomy: Alkaloids and derivatives > Ajmaline-sarpagine alkaloids
• IUPAC Name: 13-ethylidene-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-trien-18-one
• SMILES (Canonical): CC=C1CN2C3CC1C4C2CC5(C3N(C6=CC=CC=C65)C)C4=O
• SMILES (Isomeric): CC=C1CN2C3CC1C4C2CC5(C3N(C6=CC=CC=C65)C)C4=O
• InChI: InChI=1S/C20H22N2O/c1-3-11-10-22-15-8-12(11)17-16(22)9-20(19(17)23)13-6-4-5-7-14(13)21(2)18(15)20/h3-7,12,15-18H,8-10H2,1-2H3
• InChI Key: GUDNSYYCOHLVJR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂N₂O
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.173213330 g/mol
• Topological Polar Surface Area (TPSA): 23.60 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.36
• 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	+	0.9859	98.59%
Caco-2	+	0.8817	88.17%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6115	61.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8815	88.15%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.5725	57.25%
P-glycoprotein inhibitior	-	0.8362	83.62%
P-glycoprotein substrate	-	0.5341	53.41%
CYP3A4 substrate	+	0.6195	61.95%
CYP2C9 substrate	+	0.5680	56.80%
CYP2D6 substrate	+	0.4415	44.15%
CYP3A4 inhibition	-	0.6475	64.75%
CYP2C9 inhibition	-	0.7440	74.40%
CYP2C19 inhibition	-	0.7128	71.28%
CYP2D6 inhibition	+	0.6774	67.74%
CYP1A2 inhibition	-	0.6000	60.00%
CYP2C8 inhibition	-	0.7473	74.73%
CYP inhibitory promiscuity	+	0.5823	58.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6414	64.14%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9969	99.69%
Skin irritation	-	0.7613	76.13%
Skin corrosion	-	0.9134	91.34%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8360	83.60%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8172	81.72%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.8983	89.83%
Acute Oral Toxicity (c)	III	0.5492	54.92%
Estrogen receptor binding	+	0.6760	67.60%
Androgen receptor binding	+	0.6968	69.68%
Thyroid receptor binding	+	0.5212	52.12%
Glucocorticoid receptor binding	-	0.7193	71.93%
Aromatase binding	-	0.6400	64.00%
PPAR gamma	-	0.5911	59.11%
Honey bee toxicity	-	0.8802	88.02%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7000	70.00%
Fish aquatic toxicity	+	0.9324	93.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.01%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.45%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.71%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.92%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.62%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.99%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.72%	97.25%
CHEMBL4208	P20618	Proteasome component C5	82.37%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.17%	85.14%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	80.13%	81.29%

Plants that contains it

• Rauvolfia bahiensis

Cross-Links

• PubChem: 78384781
• LOTUS: LTS0017354
• wikiData: Q105020036