2,3,3a,4-tetrahydro-1H-pyrrolo[2,3-b]indol-8b-yl acetate

Details

• Internal ID: 28ed053d-dd89-4133-bac0-31b2a0adfdc6
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
• IUPAC Name: 2,3,3a,4-tetrahydro-1H-pyrrolo[2,3-b]indol-8b-yl acetate
• SMILES (Canonical): CC(=O)OC12CCNC1NC3=CC=CC=C23
• SMILES (Isomeric): CC(=O)OC12CCNC1NC3=CC=CC=C23
• InChI: InChI=1S/C12H14N2O2/c1-8(15)16-12-6-7-13-11(12)14-10-5-3-2-4-9(10)12/h2-5,11,13-14H,6-7H2,1H3
• InChI Key: DOQFLEAHYAUFGW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₄N₂O₂
• Molecular Weight: 218.25 g/mol
• Exact Mass: 218.105527694 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.5149	51.49%
Blood Brain Barrier	+	0.6379	63.79%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5325	53.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9346	93.46%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9517	95.17%
P-glycoprotein inhibitior	-	0.9708	97.08%
P-glycoprotein substrate	-	0.6815	68.15%
CYP3A4 substrate	+	0.5127	51.27%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8188	81.88%
CYP3A4 inhibition	-	0.8687	86.87%
CYP2C9 inhibition	-	0.8083	80.83%
CYP2C19 inhibition	-	0.6383	63.83%
CYP2D6 inhibition	-	0.8045	80.45%
CYP1A2 inhibition	-	0.6046	60.46%
CYP2C8 inhibition	-	0.8111	81.11%
CYP inhibitory promiscuity	-	0.7445	74.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5842	58.42%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9827	98.27%
Skin irritation	-	0.7825	78.25%
Skin corrosion	-	0.9159	91.59%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4064	40.64%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5095	50.95%
skin sensitisation	-	0.8458	84.58%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.6815	68.15%
Acute Oral Toxicity (c)	III	0.5338	53.38%
Estrogen receptor binding	-	0.8551	85.51%
Androgen receptor binding	+	0.6289	62.89%
Thyroid receptor binding	-	0.6531	65.31%
Glucocorticoid receptor binding	-	0.8950	89.50%
Aromatase binding	-	0.7002	70.02%
PPAR gamma	-	0.7331	73.31%
Honey bee toxicity	-	0.8845	88.45%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	-	0.9203	92.03%

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	97.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.01%	98.95%
CHEMBL5028	O14672	ADAM10	87.73%	97.50%
CHEMBL4208	P20618	Proteasome component C5	87.65%	90.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.49%	94.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.06%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.92%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.59%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.44%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.91%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.15%	95.56%
CHEMBL3524	P56524	Histone deacetylase 4	83.58%	92.97%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.06%	86.33%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.96%	96.39%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74384401
• LOTUS: LTS0215390
• wikiData: Q104920848