methyl 2-[(1R,9R,16S,19S)-5-methoxy-2,12-diazapentacyclo[10.6.1.01,9.03,8.016,19]nonadeca-3(8),4,6,14-tetraen-16-yl]acetate

Details

• Internal ID: 31176816-5b69-47b5-b496-cab512184137
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: methyl 2-[(1R,9R,16S,19S)-5-methoxy-2,12-diazapentacyclo[10.6.1.01,9.03,8.016,19]nonadeca-3(8),4,6,14-tetraen-16-yl]acetate
• SMILES (Canonical): COC1=CC2=C(C=C1)C3CCN4CC=CC5(C4C3(N2)CC5)CC(=O)OC
• SMILES (Isomeric): COC1=CC2=C(C=C1)[C@H]3CCN4CC=C[C@@]5([C@H]4[C@@]3(N2)CC5)CC(=O)OC
• InChI: InChI=1S/C21H26N2O3/c1-25-14-4-5-15-16-6-11-23-10-3-7-20(13-18(24)26-2)8-9-21(16,19(20)23)22-17(15)12-14/h3-5,7,12,16,19,22H,6,8-11,13H2,1-2H3/t16-,19+,20+,21-/m1/s1
• InChI Key: IBDNXNZBNIECNB-MBPVOVBZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂O₃
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.19434270 g/mol
• Topological Polar Surface Area (TPSA): 50.80 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 5
• 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	+	0.9939	99.39%
Caco-2	+	0.5940	59.40%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5630	56.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.7009	70.09%
P-glycoprotein inhibitior	+	0.6588	65.88%
P-glycoprotein substrate	+	0.7283	72.83%
CYP3A4 substrate	+	0.6822	68.22%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	+	0.3843	38.43%
CYP3A4 inhibition	-	0.7509	75.09%
CYP2C9 inhibition	-	0.8953	89.53%
CYP2C19 inhibition	-	0.8633	86.33%
CYP2D6 inhibition	+	0.7467	74.67%
CYP1A2 inhibition	-	0.7090	70.90%
CYP2C8 inhibition	+	0.4872	48.72%
CYP inhibitory promiscuity	-	0.7182	71.82%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6460	64.60%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9941	99.41%
Skin irritation	-	0.7696	76.96%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8878	88.78%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8558	85.58%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7405	74.05%
Acute Oral Toxicity (c)	III	0.6414	64.14%
Estrogen receptor binding	+	0.7322	73.22%
Androgen receptor binding	+	0.7465	74.65%
Thyroid receptor binding	+	0.6076	60.76%
Glucocorticoid receptor binding	+	0.5507	55.07%
Aromatase binding	+	0.5222	52.22%
PPAR gamma	-	0.5334	53.34%
Honey bee toxicity	-	0.9043	90.43%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8763	87.63%

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	99.58%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	98.39%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.49%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.42%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.14%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.40%	95.89%
CHEMBL4208	P20618	Proteasome component C5	94.13%	90.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	93.60%	91.03%
CHEMBL240	Q12809	HERG	89.22%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.22%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.10%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.18%	93.03%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.20%	91.07%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.10%	92.62%
CHEMBL2581	P07339	Cathepsin D	85.30%	98.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.40%	94.00%
CHEMBL2535	P11166	Glucose transporter	83.78%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.66%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.27%	86.33%
CHEMBL3085	P43003	Excitatory amino acid transporter 1	81.48%	94.67%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.71%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	80.51%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	80.20%	95.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.08%	94.33%

Plants that contains it

• Schizozygia coffaeoides

Cross-Links

• PubChem: 101973943
• LOTUS: LTS0032755
• wikiData: Q105036445