methyl (1R,10S,12R,13E,17S,18R,19R)-13-ethylidene-17-methoxy-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: a473d888-f6d0-4143-998a-eeb0242f38b6
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: methyl (1R,10S,12R,13E,17S,18R,19R)-13-ethylidene-17-methoxy-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/C21H22N2O4/c1-4-10-11-9-14-18-21(15(11)19(24)25-2,12-7-5-6-8-13(12)22-18)16-17(10)23(14)27-20(16)26-3/h4-8,11,14-17,20H,9H2,1-3H3/b10-4+/t11-,14-,15-,16+,17?,20-,21-/m0/s1
• InChI Key: XAPXZORJNSUNGB-CJOGCNLXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂N₂O₄
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.15795719 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9687	96.87%
Caco-2	+	0.7723	77.23%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4412	44.12%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8884	88.84%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6301	63.01%
P-glycoprotein inhibitior	+	0.5985	59.85%
P-glycoprotein substrate	+	0.5398	53.98%
CYP3A4 substrate	+	0.6763	67.63%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8568	85.68%
CYP3A4 inhibition	+	0.5758	57.58%
CYP2C9 inhibition	-	0.6158	61.58%
CYP2C19 inhibition	-	0.5218	52.18%
CYP2D6 inhibition	-	0.8546	85.46%
CYP1A2 inhibition	+	0.5066	50.66%
CYP2C8 inhibition	+	0.6507	65.07%
CYP inhibitory promiscuity	+	0.6602	66.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.4768	47.68%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.9665	96.65%
Skin irritation	-	0.7655	76.55%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3733	37.33%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8132	81.32%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6475	64.75%
Acute Oral Toxicity (c)	III	0.5808	58.08%
Estrogen receptor binding	+	0.7195	71.95%
Androgen receptor binding	+	0.7245	72.45%
Thyroid receptor binding	+	0.7173	71.73%
Glucocorticoid receptor binding	+	0.7094	70.94%
Aromatase binding	+	0.6287	62.87%
PPAR gamma	+	0.6135	61.35%
Honey bee toxicity	-	0.7363	73.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9495	94.95%

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	96.48%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.01%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.81%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.20%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.07%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.55%	99.23%
CHEMBL5028	O14672	ADAM10	83.75%	97.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.24%	100.00%

Plants that contains it

• Alstonia scholaris

Cross-Links

• PubChem: 101712320
• LOTUS: LTS0166057
• wikiData: Q105324055