methyl (1R,9S,11R,12E,18R)-12-ethylidene-8-methyl-10-oxo-8,15-diazapentacyclo[9.6.1.01,9.02,7.09,15]octadeca-2,4,6-triene-18-carboxylate

Details

• Internal ID: 33ec1d74-e971-4879-acec-3756b1bdf52a
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: methyl (1R,9S,11R,12E,18R)-12-ethylidene-8-methyl-10-oxo-8,15-diazapentacyclo[9.6.1.01,9.02,7.09,15]octadeca-2,4,6-triene-18-carboxylate
• InChI: InChI=1S/C21H24N2O3/c1-4-13-9-11-23-12-10-20-14-7-5-6-8-15(14)22(2)21(20,23)18(24)16(13)17(20)19(25)26-3/h4-8,16-17H,9-12H2,1-3H3/b13-4+/t16-,17-,20-,21-/m0/s1
• InChI Key: YYLPGHZHHLOGDL-UCYFLMRYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₃
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.17869263 g/mol
• Topological Polar Surface Area (TPSA): 49.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.11
• 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	+	0.9696	96.96%
Caco-2	+	0.8973	89.73%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5498	54.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8577	85.77%
OATP1B3 inhibitior	+	0.9412	94.12%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.6494	64.94%
P-glycoprotein inhibitior	+	0.5955	59.55%
P-glycoprotein substrate	-	0.6918	69.18%
CYP3A4 substrate	+	0.6489	64.89%
CYP2C9 substrate	-	0.5924	59.24%
CYP2D6 substrate	-	0.8353	83.53%
CYP3A4 inhibition	-	0.8710	87.10%
CYP2C9 inhibition	-	0.7771	77.71%
CYP2C19 inhibition	-	0.7145	71.45%
CYP2D6 inhibition	-	0.6278	62.78%
CYP1A2 inhibition	-	0.5743	57.43%
CYP2C8 inhibition	-	0.6456	64.56%
CYP inhibitory promiscuity	-	0.8289	82.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5973	59.73%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9912	99.12%
Skin irritation	-	0.7802	78.02%
Skin corrosion	-	0.9243	92.43%
Ames mutagenesis	-	0.6637	66.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6983	69.83%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5468	54.68%
skin sensitisation	-	0.8408	84.08%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6342	63.42%
Acute Oral Toxicity (c)	III	0.5715	57.15%
Estrogen receptor binding	+	0.7431	74.31%
Androgen receptor binding	+	0.7169	71.69%
Thyroid receptor binding	-	0.5171	51.71%
Glucocorticoid receptor binding	+	0.7571	75.71%
Aromatase binding	-	0.4883	48.83%
PPAR gamma	-	0.5517	55.17%
Honey bee toxicity	-	0.8411	84.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9365	93.65%

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	96.79%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.58%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.50%	86.33%
CHEMBL2581	P07339	Cathepsin D	92.82%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.62%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.52%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.27%	91.11%
CHEMBL5028	O14672	ADAM10	86.35%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.69%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.58%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.87%	91.07%

Plants that contains it

• Alstonia macrophylla

Cross-Links

• PubChem: 163068070
• LOTUS: LTS0107006
• wikiData: Q105368737