14-Ethyl-13-methoxy-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-trien-18-ol

Details

• Internal ID: ed106ead-74f6-4978-bf3d-a9dcf1cff86a
• Taxonomy: Alkaloids and derivatives > Ajmaline-sarpagine alkaloids
• IUPAC Name: 14-ethyl-13-methoxy-8-methyl-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6-trien-18-ol
• SMILES (Canonical): CCC1C(C2CC3N1C4C2C(C5(C4)C3N(C6=CC=CC=C56)C)O)OC
• SMILES (Isomeric): CCC1C(C2CC3N1C4C2C(C5(C4)C3N(C6=CC=CC=C56)C)O)OC
• InChI: InChI=1S/C21H28N2O2/c1-4-13-18(25-3)11-9-15-19-21(10-16(23(13)15)17(11)20(21)24)12-7-5-6-8-14(12)22(19)2/h5-8,11,13,15-20,24H,4,9-10H2,1-3H3
• InChI Key: MVWWXKRPAYAJPP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈N₂O₂
• Molecular Weight: 340.50 g/mol
• Exact Mass: 340.215078140 g/mol
• Topological Polar Surface Area (TPSA): 35.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.00
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9507	95.07%
Caco-2	+	0.8626	86.26%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6304	63.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8859	88.59%
OATP1B3 inhibitior	+	0.9366	93.66%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7140	71.40%
P-glycoprotein inhibitior	-	0.7245	72.45%
P-glycoprotein substrate	+	0.6448	64.48%
CYP3A4 substrate	+	0.5693	56.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.6081	60.81%
CYP3A4 inhibition	-	0.7065	70.65%
CYP2C9 inhibition	-	0.7601	76.01%
CYP2C19 inhibition	-	0.5722	57.22%
CYP2D6 inhibition	+	0.7236	72.36%
CYP1A2 inhibition	-	0.7791	77.91%
CYP2C8 inhibition	-	0.6498	64.98%
CYP inhibitory promiscuity	+	0.6772	67.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5870	58.70%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9918	99.18%
Skin irritation	-	0.8087	80.87%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8417	84.17%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.8540	85.40%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7850	78.50%
Acute Oral Toxicity (c)	III	0.4605	46.05%
Estrogen receptor binding	+	0.6379	63.79%
Androgen receptor binding	+	0.6254	62.54%
Thyroid receptor binding	+	0.7242	72.42%
Glucocorticoid receptor binding	-	0.7793	77.93%
Aromatase binding	-	0.6554	65.54%
PPAR gamma	+	0.5511	55.11%
Honey bee toxicity	-	0.8106	81.06%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.4278	42.78%

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	99.23%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.70%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.12%	98.95%
CHEMBL4208	P20618	Proteasome component C5	90.58%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.47%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.26%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.02%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.58%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.16%	94.45%

Plants that contains it

• Rauvolfia serpentina

Cross-Links

• PubChem: 163004567
• LOTUS: LTS0262742
• wikiData: Q105173405