methyl (1R,9R,11S,14E,15R,17S,19R)-14-ethylidene-5,6-dimethoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.19,15.01,9.03,8.012,17]nonadeca-3,5,7-triene-19-carboxylate

Details

• Internal ID: ab5b6b2e-67a6-4ffa-b113-eb43d4b03847
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: methyl (1R,9R,11S,14E,15R,17S,19R)-14-ethylidene-5,6-dimethoxy-2-methyl-18-oxa-2,12-diazahexacyclo[9.6.1.19,15.01,9.03,8.012,17]nonadeca-3,5,7-triene-19-carboxylate
• SMILES (Canonical): CC=C1CN2C3CC1C(C45C3(N(C6=CC(=C(C=C64)OC)OC)C)OC2C5)C(=O)OC
• SMILES (Isomeric): C/C=C\1/CN2[C@H]3C[C@@H]1[C@H]([C@@]45[C@@]3(N(C6=CC(=C(C=C64)OC)OC)C)O[C@H]2C5)C(=O)OC
• InChI: InChI=1S/C23H28N2O5/c1-6-12-11-25-18-7-13(12)20(21(26)29-5)22-10-19(25)30-23(18,22)24(2)15-9-17(28-4)16(27-3)8-14(15)22/h6,8-9,13,18-20H,7,10-11H2,1-5H3/b12-6-/t13-,18-,19-,20-,22-,23-/m0/s1
• InChI Key: IMTNXQPCOHYKEO-ONTJWBSOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈N₂O₅
• Molecular Weight: 412.50 g/mol
• Exact Mass: 412.19982200 g/mol
• Topological Polar Surface Area (TPSA): 60.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 7
• 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	+	0.9554	95.54%
Caco-2	+	0.7942	79.42%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5103	51.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8388	83.88%
OATP1B3 inhibitior	+	0.9284	92.84%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8744	87.44%
P-glycoprotein inhibitior	+	0.7276	72.76%
P-glycoprotein substrate	+	0.5779	57.79%
CYP3A4 substrate	+	0.6616	66.16%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8056	80.56%
CYP3A4 inhibition	-	0.7539	75.39%
CYP2C9 inhibition	-	0.7132	71.32%
CYP2C19 inhibition	-	0.5513	55.13%
CYP2D6 inhibition	-	0.8473	84.73%
CYP1A2 inhibition	-	0.6897	68.97%
CYP2C8 inhibition	+	0.5796	57.96%
CYP inhibitory promiscuity	+	0.5064	50.64%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5595	55.95%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9464	94.64%
Skin irritation	-	0.7813	78.13%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6551	65.51%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.8584	85.84%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6709	67.09%
Acute Oral Toxicity (c)	III	0.6439	64.39%
Estrogen receptor binding	+	0.9056	90.56%
Androgen receptor binding	+	0.7546	75.46%
Thyroid receptor binding	+	0.6879	68.79%
Glucocorticoid receptor binding	+	0.8167	81.67%
Aromatase binding	+	0.5562	55.62%
PPAR gamma	+	0.6575	65.75%
Honey bee toxicity	-	0.7090	70.90%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9743	97.43%

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	98.62%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.81%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.50%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.08%	97.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.05%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.98%	91.19%
CHEMBL4040	P28482	MAP kinase ERK2	86.35%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.02%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.95%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.91%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.34%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.24%	95.89%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.22%	89.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.86%	91.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.10%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.92%	99.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.97%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.66%	90.71%
CHEMBL4208	P20618	Proteasome component C5	80.13%	90.00%

Plants that contains it

• Alstonia macrophylla
• Alstonia muelleriana

Cross-Links

• PubChem: 162937127
• LOTUS: LTS0225000
• wikiData: Q104888932