Labindole A

Details

• Internal ID: 644a2a6f-fa47-4aee-8d1e-360d9fd3866f
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: 2-methyl-3-(2-nitroethyl)-1H-indole
• InChI: InChI=1S/C11H12N2O2/c1-8-9(6-7-13(14)15)10-4-2-3-5-11(10)12-8/h2-5,12H,6-7H2,1H3
• InChI Key: MOVBRCIWECUHTK-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂N₂O₂
• Molecular Weight: 204.22 g/mol
• Exact Mass: 204.089877630 g/mol
• Topological Polar Surface Area (TPSA): 61.60 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.30
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	-	0.5426	54.26%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5239	52.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3789	37.89%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6678	66.78%
P-glycoprotein inhibitior	-	0.9939	99.39%
P-glycoprotein substrate	-	0.9064	90.64%
CYP3A4 substrate	+	0.5679	56.79%
CYP2C9 substrate	-	0.6021	60.21%
CYP2D6 substrate	-	0.7989	79.89%
CYP3A4 inhibition	-	0.7946	79.46%
CYP2C9 inhibition	-	0.7026	70.26%
CYP2C19 inhibition	+	0.6720	67.20%
CYP2D6 inhibition	-	0.6873	68.73%
CYP1A2 inhibition	+	0.6420	64.20%
CYP2C8 inhibition	-	0.7372	73.72%
CYP inhibitory promiscuity	-	0.5550	55.50%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.6248	62.48%
Eye corrosion	-	0.9761	97.61%
Eye irritation	+	0.5249	52.49%
Skin irritation	-	0.7386	73.86%
Skin corrosion	-	0.9108	91.08%
Ames mutagenesis	+	0.7330	73.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.6354	63.54%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.5676	56.76%
skin sensitisation	-	0.8021	80.21%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6603	66.03%
Acute Oral Toxicity (c)	III	0.5506	55.06%
Estrogen receptor binding	-	0.6061	60.61%
Androgen receptor binding	-	0.6426	64.26%
Thyroid receptor binding	-	0.8520	85.20%
Glucocorticoid receptor binding	-	0.6271	62.71%
Aromatase binding	-	0.8987	89.87%
PPAR gamma	-	0.6922	69.22%
Honey bee toxicity	-	0.8997	89.97%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.3977	39.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.15%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.40%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	93.93%	98.59%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.20%	94.80%
CHEMBL3401	O75469	Pregnane X receptor	88.70%	94.73%
CHEMBL3902	P09211	Glutathione S-transferase Pi	87.82%	93.81%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.65%	93.99%
CHEMBL3310	Q96DB2	Histone deacetylase 11	86.17%	88.56%
CHEMBL1937	Q92769	Histone deacetylase 2	85.93%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.85%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.82%	90.08%
CHEMBL240	Q12809	HERG	82.76%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.55%	91.11%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.41%	96.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14565487
• LOTUS: LTS0220939
• wikiData: Q105169190