Methyl 1,4-dihydrocyclopenta[b]indole-1-carboxylate

Details

• Internal ID: 22913ff2-25d9-46cc-936e-9f2914a66f3b
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: methyl 1,4-dihydrocyclopenta[b]indole-1-carboxylate
• SMILES (Canonical): COC(=O)C1C=CC2=C1C3=CC=CC=C3N2
• SMILES (Isomeric): COC(=O)C1C=CC2=C1C3=CC=CC=C3N2
• InChI: InChI=1S/C13H11NO2/c1-16-13(15)9-6-7-11-12(9)8-4-2-3-5-10(8)14-11/h2-7,9,14H,1H3
• InChI Key: ZQBJNKLSHWFEPJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₁NO₂
• Molecular Weight: 213.23 g/mol
• Exact Mass: 213.078978594 g/mol
• Topological Polar Surface Area (TPSA): 42.10 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.4880	48.80%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.3945	39.45%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.9078	90.78%
OATP1B3 inhibitior	+	0.9659	96.59%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5094	50.94%
P-glycoprotein inhibitior	-	0.9253	92.53%
P-glycoprotein substrate	-	0.7458	74.58%
CYP3A4 substrate	+	0.6034	60.34%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8426	84.26%
CYP3A4 inhibition	-	0.6892	68.92%
CYP2C9 inhibition	-	0.6185	61.85%
CYP2C19 inhibition	+	0.6845	68.45%
CYP2D6 inhibition	-	0.9062	90.62%
CYP1A2 inhibition	+	0.8646	86.46%
CYP2C8 inhibition	+	0.4620	46.20%
CYP inhibitory promiscuity	-	0.5198	51.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7910	79.10%
Carcinogenicity (trinary)	Non-required	0.6013	60.13%
Eye corrosion	-	0.9565	95.65%
Eye irritation	+	0.6239	62.39%
Skin irritation	-	0.6678	66.78%
Skin corrosion	-	0.9625	96.25%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5874	58.74%
Micronuclear	+	0.7359	73.59%
Hepatotoxicity	-	0.5535	55.35%
skin sensitisation	-	0.8269	82.69%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.6226	62.26%
Acute Oral Toxicity (c)	III	0.6602	66.02%
Estrogen receptor binding	+	0.7917	79.17%
Androgen receptor binding	+	0.6947	69.47%
Thyroid receptor binding	+	0.5508	55.08%
Glucocorticoid receptor binding	+	0.8269	82.69%
Aromatase binding	+	0.7116	71.16%
PPAR gamma	+	0.5889	58.89%
Honey bee toxicity	-	0.8843	88.43%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8063	80.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.38%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.36%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.70%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.04%	94.08%
CHEMBL2535	P11166	Glucose transporter	86.99%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.89%	94.45%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.64%	94.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.43%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.37%	99.23%
CHEMBL255	P29275	Adenosine A2b receptor	80.45%	98.59%

Plants that contains it

• Rhazya stricta

Cross-Links

• PubChem: 85702936
• LOTUS: LTS0115515
• wikiData: Q105381370