methyl (1R,9R,11S,14Z,15R,17S,19S)-14-ethylidene-4,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.19,15.01,9.03,8.012,17]nonadeca-3(8),4,6-triene-19-carboxylate

Details

• Internal ID: 49971ce7-e58d-47ce-a99b-bf0f90d1d1ec
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: methyl (1R,9R,11S,14Z,15R,17S,19S)-14-ethylidene-4,6-dimethoxy-18-oxa-2,12-diazahexacyclo[9.6.1.19,15.01,9.03,8.012,17]nonadeca-3(8),4,6-triene-19-carboxylate
• SMILES (Canonical): CC=C1CN2C3CC1C(C45C3(NC6=C4C=C(C=C6OC)OC)OC2C5)C(=O)OC
• SMILES (Isomeric): C/C=C/1\CN2[C@H]3C[C@@H]1[C@@H]([C@@]45[C@@]3(NC6=C4C=C(C=C6OC)OC)O[C@H]2C5)C(=O)OC
• InChI: InChI=1S/C22H26N2O5/c1-5-11-10-24-16-8-13(11)18(20(25)28-4)21-9-17(24)29-22(16,21)23-19-14(21)6-12(26-2)7-15(19)27-3/h5-7,13,16-18,23H,8-10H2,1-4H3/b11-5+/t13-,16-,17-,18+,21-,22-/m0/s1
• InChI Key: OCJLZJDDQJQQPJ-GMIBDRMRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₂O₅
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.18417193 g/mol
• Topological Polar Surface Area (TPSA): 69.30 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.26
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9753	97.53%
Caco-2	+	0.7120	71.20%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4528	45.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8513	85.13%
OATP1B3 inhibitior	+	0.9274	92.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7514	75.14%
P-glycoprotein inhibitior	+	0.5859	58.59%
P-glycoprotein substrate	+	0.5519	55.19%
CYP3A4 substrate	+	0.6598	65.98%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8056	80.56%
CYP3A4 inhibition	-	0.7524	75.24%
CYP2C9 inhibition	-	0.6774	67.74%
CYP2C19 inhibition	-	0.6480	64.80%
CYP2D6 inhibition	-	0.8238	82.38%
CYP1A2 inhibition	-	0.6708	67.08%
CYP2C8 inhibition	+	0.6185	61.85%
CYP inhibitory promiscuity	+	0.5357	53.57%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6035	60.35%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9706	97.06%
Skin irritation	-	0.7803	78.03%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7882	78.82%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.5948	59.48%
skin sensitisation	-	0.8561	85.61%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7193	71.93%
Acute Oral Toxicity (c)	III	0.5659	56.59%
Estrogen receptor binding	+	0.8414	84.14%
Androgen receptor binding	+	0.7930	79.30%
Thyroid receptor binding	+	0.6374	63.74%
Glucocorticoid receptor binding	+	0.7284	72.84%
Aromatase binding	-	0.5425	54.25%
PPAR gamma	+	0.6741	67.41%
Honey bee toxicity	-	0.7031	70.31%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9711	97.11%

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	99.05%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.52%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.34%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.93%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.97%	85.14%
CHEMBL4208	P20618	Proteasome component C5	90.79%	90.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.27%	91.03%
CHEMBL340	P08684	Cytochrome P450 3A4	89.45%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.07%	97.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.34%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.20%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.58%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.82%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.06%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.33%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.77%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.64%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.23%	90.71%

Plants that contains it

• Tabernaemontana glandulosa

Cross-Links

• PubChem: 101666872
• LOTUS: LTS0079714
• wikiData: Q104403272