leuconicine E

Details

• Internal ID: 70355a23-af3a-4010-85c7-9705c4451001
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: (1R,13S,19S)-14-ethyl-9-oxo-8,16-diazahexacyclo[11.5.2.11,8.02,7.016,19.012,21]henicosa-2,4,6,10,12(21),14-hexaene-10-carboxylic acid
• SMILES (Canonical): CCC1=CN2CCC34C2CC1C5=C3N(C6=CC=CC=C46)C(=O)C(=C5)C(=O)O
• SMILES (Isomeric): CCC1=CN2CC[C@@]34[C@@H]2C[C@@H]1C5=C3N(C6=CC=CC=C46)C(=O)C(=C5)C(=O)O
• InChI: InChI=1S/C22H20N2O3/c1-2-12-11-23-8-7-22-16-5-3-4-6-17(16)24-19(22)14(13(12)10-18(22)23)9-15(20(24)25)21(26)27/h3-6,9,11,13,18H,2,7-8,10H2,1H3,(H,26,27)/t13-,18-,22+/m0/s1
• InChI Key: AEHQXGJWNFLWOF-KVYZTJHFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀N₂O₃
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.14739250 g/mol
• Topological Polar Surface Area (TPSA): 60.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL1085415

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9765	97.65%
Caco-2	+	0.7128	71.28%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8717	87.17%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8537	85.37%
OATP1B3 inhibitior	+	0.9323	93.23%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6322	63.22%
BSEP inhibitior	-	0.5522	55.22%
P-glycoprotein inhibitior	-	0.5701	57.01%
P-glycoprotein substrate	+	0.5640	56.40%
CYP3A4 substrate	+	0.6018	60.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8250	82.50%
CYP3A4 inhibition	+	0.6792	67.92%
CYP2C9 inhibition	-	0.6080	60.80%
CYP2C19 inhibition	-	0.6418	64.18%
CYP2D6 inhibition	-	0.8126	81.26%
CYP1A2 inhibition	+	0.5381	53.81%
CYP2C8 inhibition	+	0.6060	60.60%
CYP inhibitory promiscuity	+	0.7000	70.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5732	57.32%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9840	98.40%
Skin irritation	-	0.8081	80.81%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5214	52.14%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.5158	51.58%
skin sensitisation	-	0.8454	84.54%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.7565	75.65%
Acute Oral Toxicity (c)	III	0.5808	58.08%
Estrogen receptor binding	-	0.5574	55.74%
Androgen receptor binding	+	0.6227	62.27%
Thyroid receptor binding	+	0.5239	52.39%
Glucocorticoid receptor binding	+	0.8022	80.22%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8204	82.04%
Honey bee toxicity	-	0.9095	90.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	99.18%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.23%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.64%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.70%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.64%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.24%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.94%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.98%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.64%	91.11%
CHEMBL5028	O14672	ADAM10	83.72%	97.50%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.79%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.48%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.67%	94.45%

Plants that contains it

• Leuconotis griffithii

Cross-Links

• PubChem: 46881261
• LOTUS: LTS0006163
• wikiData: Q104910075