Nareline

Details

• Internal ID: c84065c5-d430-40e8-a405-2c4ca258fa2a
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: methyl (10R,12R,13E,17S,19R)-13-ethylidene-17-hydroxy-16-oxa-8,15-diazahexacyclo[10.6.1.01,9.02,7.010,15.014,18]nonadeca-2,4,6,8-tetraene-19-carboxylate
• InChI: InChI=1S/C20H20N2O4/c1-3-9-10-8-13-17-20(14(10)18(23)25-2,11-6-4-5-7-12(11)21-17)15-16(9)22(13)26-19(15)24/h3-7,10,13-16,19,24H,8H2,1-2H3/b9-3+/t10-,13+,14-,15?,16?,19-,20?/m0/s1
• InChI Key: RTKCXWGAPBPXSB-WQEJXPQFSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀N₂O₄
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.14230712 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.71
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 63950-46-9
• Q15425796
• 6,21-Cyclo-4,5-secoakuammilan-17-oic acid, 4,5-epoxy-5-hydroxy-, methyl ester, (5S,6alpha)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9506	95.06%
Caco-2	+	0.6818	68.18%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4702	47.02%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8787	87.87%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5252	52.52%
P-glycoprotein inhibitior	-	0.6322	63.22%
P-glycoprotein substrate	+	0.5331	53.31%
CYP3A4 substrate	+	0.6736	67.36%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8568	85.68%
CYP3A4 inhibition	-	0.6119	61.19%
CYP2C9 inhibition	-	0.6482	64.82%
CYP2C19 inhibition	-	0.5777	57.77%
CYP2D6 inhibition	-	0.8563	85.63%
CYP1A2 inhibition	+	0.5051	50.51%
CYP2C8 inhibition	+	0.6202	62.02%
CYP inhibitory promiscuity	+	0.5056	50.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.5067	50.67%
Eye corrosion	-	0.9783	97.83%
Eye irritation	-	0.9754	97.54%
Skin irritation	-	0.7623	76.23%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5471	54.71%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8103	81.03%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6995	69.95%
Acute Oral Toxicity (c)	III	0.5929	59.29%
Estrogen receptor binding	+	0.6501	65.01%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	+	0.6689	66.89%
Glucocorticoid receptor binding	+	0.7161	71.61%
Aromatase binding	+	0.5982	59.82%
PPAR gamma	+	0.5186	51.86%
Honey bee toxicity	-	0.7370	73.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9255	92.55%

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	97.11%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.06%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.32%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.10%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.04%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.53%	99.23%
CHEMBL5028	O14672	ADAM10	84.93%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.44%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.24%	100.00%

Plants that contains it

• Alstonia scholaris

Cross-Links

• PubChem: 6443592
• LOTUS: LTS0095771
• wikiData: Q15425796