6,7-Dehydroleuconoxine

Details

• Internal ID: 2a1630d5-7e65-4f54-afd9-bc21cc2a8f92
• Taxonomy: Alkaloids and derivatives > Rhazinilam alkaloids
• IUPAC Name: (15R,19R)-15-ethyl-1,11-diazapentacyclo[9.7.1.02,7.08,19.015,19]nonadeca-2,4,6,8-tetraene-10,18-dione
• SMILES (Canonical): CCC12CCCN3C14C(=CC3=O)C5=CC=CC=C5N4C(=O)CC2
• SMILES (Isomeric): CC[C@]12CCCN3[C@]14C(=CC3=O)C5=CC=CC=C5N4C(=O)CC2
• InChI: InChI=1S/C19H20N2O2/c1-2-18-9-5-11-20-17(23)12-14-13-6-3-4-7-15(13)21(19(14,18)20)16(22)8-10-18/h3-4,6-7,12H,2,5,8-11H2,1H3/t18-,19+/m1/s1
• InChI Key: LUXCFVAZXZITNG-MOPGFXCFSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀N₂O₂
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.152477885 g/mol
• Topological Polar Surface Area (TPSA): 40.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.94
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 6,7-dehydroleuconoxine
• DTXSID301046141
• 1207530-25-3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9970	99.70%
Caco-2	+	0.8690	86.90%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8106	81.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5678	56.78%
BSEP inhibitior	+	0.5870	58.70%
P-glycoprotein inhibitior	-	0.8863	88.63%
P-glycoprotein substrate	-	0.5906	59.06%
CYP3A4 substrate	+	0.5885	58.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8628	86.28%
CYP3A4 inhibition	+	0.5879	58.79%
CYP2C9 inhibition	+	0.5095	50.95%
CYP2C19 inhibition	-	0.6103	61.03%
CYP2D6 inhibition	-	0.7640	76.40%
CYP1A2 inhibition	-	0.5305	53.05%
CYP2C8 inhibition	-	0.8727	87.27%
CYP inhibitory promiscuity	+	0.6275	62.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5893	58.93%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9007	90.07%
Skin irritation	-	0.7995	79.95%
Skin corrosion	-	0.9118	91.18%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6477	64.77%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8251	82.51%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6831	68.31%
Acute Oral Toxicity (c)	III	0.5329	53.29%
Estrogen receptor binding	+	0.6328	63.28%
Androgen receptor binding	+	0.7525	75.25%
Thyroid receptor binding	-	0.5165	51.65%
Glucocorticoid receptor binding	-	0.5293	52.93%
Aromatase binding	+	0.7563	75.63%
PPAR gamma	+	0.7551	75.51%
Honey bee toxicity	-	0.9032	90.32%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9150	91.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	97.18%	89.63%
CHEMBL2581	P07339	Cathepsin D	95.02%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.01%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.96%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.80%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.29%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.00%	91.11%
CHEMBL4208	P20618	Proteasome component C5	90.98%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	88.05%	90.17%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	86.58%	92.67%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.57%	90.24%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	83.33%	96.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.72%	97.25%
CHEMBL5028	O14672	ADAM10	80.61%	97.50%

Plants that contains it

• Kopsia singapurensis

Cross-Links

• PubChem: 134949938
• LOTUS: LTS0027958
• wikiData: Q105157678