8b-methoxy-3,4-dimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indole

Details

• Internal ID: d3b06541-cd28-417c-a391-e65d0b7d5ec7
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: 8b-methoxy-3,4-dimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indole
• SMILES (Canonical): CN1CCC2(C1N(C3=CC=CC=C32)C)OC
• SMILES (Isomeric): CN1CCC2(C1N(C3=CC=CC=C32)C)OC
• InChI: InChI=1S/C13H18N2O/c1-14-9-8-13(16-3)10-6-4-5-7-11(10)15(2)12(13)14/h4-7,12H,8-9H2,1-3H3
• InChI Key: AFLLJVZHYVUNNX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈N₂O
• Molecular Weight: 218.29 g/mol
• Exact Mass: 218.141913202 g/mol
• Topological Polar Surface Area (TPSA): 15.70 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 3
• 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	+	0.9810	98.10%
Caco-2	+	0.9059	90.59%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4830	48.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9405	94.05%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9366	93.66%
P-glycoprotein inhibitior	-	0.9794	97.94%
P-glycoprotein substrate	-	0.6847	68.47%
CYP3A4 substrate	+	0.5531	55.31%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	+	0.4012	40.12%
CYP3A4 inhibition	-	0.8287	82.87%
CYP2C9 inhibition	-	0.6390	63.90%
CYP2C19 inhibition	+	0.5309	53.09%
CYP2D6 inhibition	+	0.7656	76.56%
CYP1A2 inhibition	+	0.5912	59.12%
CYP2C8 inhibition	-	0.9351	93.51%
CYP inhibitory promiscuity	-	0.8780	87.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5763	57.63%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9216	92.16%
Skin irritation	-	0.7512	75.12%
Skin corrosion	-	0.8614	86.14%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4523	45.23%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5699	56.99%
skin sensitisation	-	0.8351	83.51%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.4513	45.13%
Acute Oral Toxicity (c)	III	0.5274	52.74%
Estrogen receptor binding	-	0.7406	74.06%
Androgen receptor binding	-	0.5807	58.07%
Thyroid receptor binding	-	0.5605	56.05%
Glucocorticoid receptor binding	-	0.7325	73.25%
Aromatase binding	-	0.7179	71.79%
PPAR gamma	-	0.5142	51.42%
Honey bee toxicity	-	0.8422	84.22%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	-	0.8459	84.59%

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	97.54%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	84.76%	98.95%
CHEMBL4208	P20618	Proteasome component C5	84.35%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.95%	86.33%
CHEMBL5028	O14672	ADAM10	82.20%	97.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.32%	93.99%

Plants that contains it

• Chimonanthus praecox

Cross-Links

• PubChem: 74336515
• LOTUS: LTS0009608
• wikiData: Q104911313