methyl 3-[(11R,11aS)-11-ethyl-6-oxo-8,9,10,11a-tetrahydro-5H-indolizino[2,1-b]indol-11-yl]propanoate

Details

• Internal ID: 6c34681c-792d-418d-a24d-27a3f194db69
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: methyl 3-[(11R,11aS)-11-ethyl-6-oxo-8,9,10,11a-tetrahydro-5H-indolizino[2,1-b]indol-11-yl]propanoate
• SMILES (Canonical): CCC1(CCCN2C1C3=C(C2=O)NC4=CC=CC=C43)CCC(=O)OC
• SMILES (Isomeric): CC[C@@]1(CCCN2[C@@H]1C3=C(C2=O)NC4=CC=CC=C43)CCC(=O)OC
• InChI: InChI=1S/C20H24N2O3/c1-3-20(11-9-15(23)25-2)10-6-12-22-18(20)16-13-7-4-5-8-14(13)21-17(16)19(22)24/h4-5,7-8,18,21H,3,6,9-12H2,1-2H3/t18-,20-/m1/s1
• InChI Key: KJJBKPSOHHAYCX-UYAOXDASSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄N₂O₃
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.17869263 g/mol
• Topological Polar Surface Area (TPSA): 62.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.81
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9632	96.32%
Caco-2	+	0.7746	77.46%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6959	69.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8735	87.35%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5072	50.72%
BSEP inhibitior	+	0.7469	74.69%
P-glycoprotein inhibitior	-	0.7021	70.21%
P-glycoprotein substrate	+	0.5402	54.02%
CYP3A4 substrate	+	0.6418	64.18%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.8747	87.47%
CYP3A4 inhibition	+	0.7213	72.13%
CYP2C9 inhibition	+	0.5511	55.11%
CYP2C19 inhibition	-	0.6086	60.86%
CYP2D6 inhibition	-	0.8180	81.80%
CYP1A2 inhibition	-	0.7957	79.57%
CYP2C8 inhibition	-	0.5935	59.35%
CYP inhibitory promiscuity	+	0.5979	59.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7138	71.38%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.9854	98.54%
Skin irritation	-	0.8319	83.19%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8425	84.25%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.6355	63.55%
skin sensitisation	-	0.8922	89.22%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9243	92.43%
Acute Oral Toxicity (c)	III	0.6523	65.23%
Estrogen receptor binding	+	0.6401	64.01%
Androgen receptor binding	+	0.7117	71.17%
Thyroid receptor binding	-	0.6567	65.67%
Glucocorticoid receptor binding	+	0.6423	64.23%
Aromatase binding	-	0.6446	64.46%
PPAR gamma	+	0.6110	61.10%
Honey bee toxicity	-	0.8972	89.72%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9196	91.96%

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	99.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.87%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.82%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.37%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.01%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.33%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	95.02%	98.59%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.98%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.26%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	91.24%	90.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	89.55%	97.50%
CHEMBL321	P14780	Matrix metalloproteinase 9	89.35%	92.12%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.15%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.16%	97.09%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.77%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.56%	92.62%
CHEMBL332	P03956	Matrix metalloproteinase-1	84.10%	94.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.14%	90.08%
CHEMBL2535	P11166	Glucose transporter	82.32%	98.75%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	81.70%	97.64%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.68%	100.00%
CHEMBL5028	O14672	ADAM10	81.48%	97.50%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.31%	96.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.21%	92.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.06%	89.00%

Plants that contains it

• Leuconotis griffithii

Cross-Links

• PubChem: 101563137
• LOTUS: LTS0008433
• wikiData: Q105141856