methyl (1R,9R,12R,13E,18R)-13-ethylidene-4-oxo-8,15-diazapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,5,7-triene-18-carboxylate

Details

• Internal ID: 6b5135cf-d5bf-4664-8f6d-9bb26a30c33f
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: methyl (1R,9R,12R,13E,18R)-13-ethylidene-4-oxo-8,15-diazapentacyclo[10.5.1.01,9.02,7.09,15]octadeca-2,5,7-triene-18-carboxylate
• InChI: InChI=1S/C20H22N2O3/c1-3-12-11-22-9-8-19-15-10-13(23)4-5-16(15)21-20(19,22)7-6-14(12)17(19)18(24)25-2/h3-5,10,14,17H,6-9,11H2,1-2H3/b12-3-/t14-,17-,19-,20-/m0/s1
• InChI Key: LKDWBLMHMZGRGJ-NFRBHMALSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂N₂O₃
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.16304257 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 2.05
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9751	97.51%
Caco-2	+	0.7489	74.89%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6480	64.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8575	85.75%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.5454	54.54%
P-glycoprotein inhibitior	-	0.6134	61.34%
P-glycoprotein substrate	-	0.5163	51.63%
CYP3A4 substrate	+	0.6508	65.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8890	88.90%
CYP3A4 inhibition	-	0.8253	82.53%
CYP2C9 inhibition	-	0.8029	80.29%
CYP2C19 inhibition	-	0.8507	85.07%
CYP2D6 inhibition	-	0.7991	79.91%
CYP1A2 inhibition	-	0.6837	68.37%
CYP2C8 inhibition	+	0.4876	48.76%
CYP inhibitory promiscuity	-	0.8833	88.33%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5565	55.65%
Eye corrosion	-	0.9791	97.91%
Eye irritation	-	0.9841	98.41%
Skin irritation	-	0.7546	75.46%
Skin corrosion	-	0.8946	89.46%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7789	77.89%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5701	57.01%
skin sensitisation	-	0.8193	81.93%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5144	51.44%
Acute Oral Toxicity (c)	III	0.5665	56.65%
Estrogen receptor binding	+	0.5584	55.84%
Androgen receptor binding	+	0.8010	80.10%
Thyroid receptor binding	+	0.5688	56.88%
Glucocorticoid receptor binding	+	0.6241	62.41%
Aromatase binding	-	0.5830	58.30%
PPAR gamma	-	0.6024	60.24%
Honey bee toxicity	-	0.7944	79.44%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9023	90.23%

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	94.77%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.77%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.96%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.01%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.42%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.14%	98.95%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.30%	95.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.74%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.17%	95.89%
CHEMBL5028	O14672	ADAM10	81.11%	97.50%

Plants that contains it

• Alstonia macrophylla

Cross-Links

• PubChem: 163002209
• LOTUS: LTS0006868
• wikiData: Q104402547