6-prop-1-en-2-yl-1H-indole-3-carboxylic acid

Details

• Internal ID: 8f8e0581-326f-45ab-885f-0f836a0d7d83
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolecarboxylic acids and derivatives
• IUPAC Name: 6-prop-1-en-2-yl-1H-indole-3-carboxylic acid
• InChI: InChI=1S/C12H11NO2/c1-7(2)8-3-4-9-10(12(14)15)6-13-11(9)5-8/h3-6,13H,1H2,2H3,(H,14,15)
• InChI Key: NYBMXVQSVCAOSH-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.22 g/mol
• Exact Mass: 201.078978594 g/mol
• Topological Polar Surface Area (TPSA): 53.10 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 1
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.5631	56.31%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Plasma membrane	0.4636	46.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9367	93.67%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7196	71.96%
P-glycoprotein inhibitior	-	0.9597	95.97%
P-glycoprotein substrate	-	0.8244	82.44%
CYP3A4 substrate	-	0.7109	71.09%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	-	0.9131	91.31%
CYP3A4 inhibition	-	0.7713	77.13%
CYP2C9 inhibition	+	0.5156	51.56%
CYP2C19 inhibition	-	0.5592	55.92%
CYP2D6 inhibition	-	0.8990	89.90%
CYP1A2 inhibition	-	0.5090	50.90%
CYP2C8 inhibition	-	0.6821	68.21%
CYP inhibitory promiscuity	-	0.7495	74.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6295	62.95%
Eye corrosion	-	0.9778	97.78%
Eye irritation	+	0.9621	96.21%
Skin irritation	-	0.6960	69.60%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7088	70.88%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.7772	77.72%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.5861	58.61%
Acute Oral Toxicity (c)	III	0.6576	65.76%
Estrogen receptor binding	-	0.5440	54.40%
Androgen receptor binding	-	0.5768	57.68%
Thyroid receptor binding	+	0.6061	60.61%
Glucocorticoid receptor binding	-	0.7148	71.48%
Aromatase binding	+	0.5897	58.97%
PPAR gamma	+	0.5478	54.78%
Honey bee toxicity	-	0.9523	95.23%
Biodegradation	-	0.5000	50.00%
Crustacea aquatic toxicity	-	0.9000	90.00%
Fish aquatic toxicity	+	0.9050	90.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.22%	91.49%
CHEMBL2581	P07339	Cathepsin D	89.12%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.07%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	86.57%	83.82%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.01%	87.67%
CHEMBL2535	P11166	Glucose transporter	85.59%	98.75%
CHEMBL1811	P34995	Prostanoid EP1 receptor	85.35%	95.71%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	85.28%	81.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.04%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.79%	96.09%
CHEMBL4208	P20618	Proteasome component C5	84.01%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.59%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.32%	94.45%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.46%	97.21%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162874230
• LOTUS: LTS0148775
• wikiData: Q105187436