(1R,11R,12E,17S)-12-ethylidene-10-methylidene-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,8-tetraene

Details

• Internal ID: 65b992ac-57ee-4fcc-aded-9c847a9a5c45
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: (1R,11R,12E,17S)-12-ethylidene-10-methylidene-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,8-tetraene
• SMILES (Canonical): CC=C1CN2CCC34C2CC1C(=C)C3=NC5=CC=CC=C45
• SMILES (Isomeric): C/C=C\1/CN2CC[C@@]34[C@@H]2C[C@H]1C(=C)C3=NC5=CC=CC=C45
• InChI: InChI=1S/C19H20N2/c1-3-13-11-21-9-8-19-15-6-4-5-7-16(15)20-18(19)12(2)14(13)10-17(19)21/h3-7,14,17H,2,8-11H2,1H3/b13-3-/t14-,17-,19+/m0/s1
• InChI Key: KFXIUXCXSKTCNK-KLGAAMDDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀N₂
• Molecular Weight: 276.40 g/mol
• Exact Mass: 276.162648646 g/mol
• Topological Polar Surface Area (TPSA): 15.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 2
• 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	+	0.9470	94.70%
Caco-2	+	0.8624	86.24%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Plasma membrane	0.4863	48.63%
OATP2B1 inhibitior	-	0.8591	85.91%
OATP1B1 inhibitior	+	0.9158	91.58%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.7038	70.38%
P-glycoprotein inhibitior	-	0.6871	68.71%
P-glycoprotein substrate	-	0.5568	55.68%
CYP3A4 substrate	+	0.6104	61.04%
CYP2C9 substrate	-	0.6198	61.98%
CYP2D6 substrate	+	0.3906	39.06%
CYP3A4 inhibition	-	0.6576	65.76%
CYP2C9 inhibition	-	0.8085	80.85%
CYP2C19 inhibition	-	0.7553	75.53%
CYP2D6 inhibition	+	0.6037	60.37%
CYP1A2 inhibition	-	0.6725	67.25%
CYP2C8 inhibition	-	0.5945	59.45%
CYP inhibitory promiscuity	-	0.5126	51.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6949	69.49%
Eye corrosion	-	0.9729	97.29%
Eye irritation	-	0.9876	98.76%
Skin irritation	-	0.6775	67.75%
Skin corrosion	-	0.8080	80.80%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8372	83.72%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.6291	62.91%
skin sensitisation	-	0.7671	76.71%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.7830	78.30%
Acute Oral Toxicity (c)	III	0.5455	54.55%
Estrogen receptor binding	+	0.6133	61.33%
Androgen receptor binding	+	0.6681	66.81%
Thyroid receptor binding	+	0.5656	56.56%
Glucocorticoid receptor binding	-	0.5171	51.71%
Aromatase binding	-	0.5731	57.31%
PPAR gamma	+	0.6299	62.99%
Honey bee toxicity	-	0.8295	82.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.9829	98.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	96.50%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.26%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.92%	90.17%
CHEMBL5805	Q9NR97	Toll-like receptor 8	87.20%	96.25%
CHEMBL4208	P20618	Proteasome component C5	84.16%	90.00%
CHEMBL238	Q01959	Dopamine transporter	83.63%	95.88%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.37%	90.24%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.02%	93.40%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.97%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.11%	86.33%
CHEMBL3902	P09211	Glutathione S-transferase Pi	80.62%	93.81%

Plants that contains it

• Kopsia arborea

Cross-Links

• PubChem: 163185538
• LOTUS: LTS0045922
• wikiData: Q105140600