methyl (1R,10S,12R,13E,17S,18R,19R)-17-ethoxy-13-ethylidene-16-oxa-8,15-diazahexacyclo[10.6.1.01,9.02,7.010,15.014,18]nonadeca-2,4,6,8-tetraene-19-carboxylate

Details

• Internal ID: 848acc49-fc0c-4d91-a1f6-5de41a3469aa
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: methyl (1R,10S,12R,13E,17S,18R,19R)-17-ethoxy-13-ethylidene-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/C22H24N2O4/c1-4-11-12-10-15-19-22(16(12)20(25)26-3,13-8-6-7-9-14(13)23-19)17-18(11)24(15)28-21(17)27-5-2/h4,6-9,12,15-18,21H,5,10H2,1-3H3/b11-4+/t12-,15-,16-,17+,18?,21-,22-/m0/s1
• InChI Key: UQNGTWIWTORQLU-NGYLNZSDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄N₂O₄
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.17360725 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9727	97.27%
Caco-2	+	0.7409	74.09%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4639	46.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8853	88.53%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7985	79.85%
P-glycoprotein inhibitior	+	0.7190	71.90%
P-glycoprotein substrate	+	0.6085	60.85%
CYP3A4 substrate	+	0.6841	68.41%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8568	85.68%
CYP3A4 inhibition	+	0.6175	61.75%
CYP2C9 inhibition	-	0.5876	58.76%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8478	84.78%
CYP1A2 inhibition	-	0.5414	54.14%
CYP2C8 inhibition	+	0.6833	68.33%
CYP inhibitory promiscuity	+	0.7384	73.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.5412	54.12%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.9675	96.75%
Skin irritation	-	0.7706	77.06%
Skin corrosion	-	0.9280	92.80%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7232	72.32%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.8127	81.27%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7841	78.41%
Acute Oral Toxicity (c)	III	0.5918	59.18%
Estrogen receptor binding	+	0.6257	62.57%
Androgen receptor binding	+	0.7330	73.30%
Thyroid receptor binding	+	0.6804	68.04%
Glucocorticoid receptor binding	+	0.7349	73.49%
Aromatase binding	-	0.4869	48.69%
PPAR gamma	+	0.5494	54.94%
Honey bee toxicity	-	0.7340	73.40%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9573	95.73%

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	97.97%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.86%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.71%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.34%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.21%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.82%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.90%	97.09%
CHEMBL5028	O14672	ADAM10	83.35%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.50%	92.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.32%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.38%	99.17%

Plants that contains it

• Alstonia scholaris

Cross-Links

• PubChem: 101712321
• LOTUS: LTS0189500
• wikiData: Q105277333