2-Methyl-3-(2-nitrovinyl)-1H-indole

Details

• Internal ID: 7221baf3-9224-4121-ae98-872ac3cecd2e
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles
• IUPAC Name: 2-methyl-3-[(E)-2-nitroethenyl]-1H-indole
• SMILES (Canonical): CC1=C(C2=CC=CC=C2N1)C=C[N+](=O)[O-]
• SMILES (Isomeric): CC1=C(C2=CC=CC=C2N1)/C=C/[N+](=O)[O-]
• InChI: InChI=1S/C11H10N2O2/c1-8-9(6-7-13(14)15)10-4-2-3-5-11(10)12-8/h2-7,12H,1H3/b7-6+
• InChI Key: DTSVTKXSWKXFDC-VOTSOKGWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀N₂O₂
• Molecular Weight: 202.21 g/mol
• Exact Mass: 202.074227566 g/mol
• Topological Polar Surface Area (TPSA): 61.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.72
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 2826-91-7
• 2-METHYL-3-(2-NITROVINYL)-1H-INDOLE
• 2-methyl-3-[(E)-2-nitroethenyl]-1H-indole
• Labindole B
• 122631-40-7
• 2-Methyl-3-[(1E)-2-nitroethenyl]-1H-indole
• MFCD00453860
• 2-methyl-3-[(E)-2-nitrovinyl]-1H-indole
• SCHEMBL21221157
• SCHEMBL31236305
• CHEBI:216222
• DTXSID101267224
• AKOS001670652
• s11892
• 3-((1E)-2-nitrovinyl)-2-methylindole
• NCGC00320873-01
• DS-18918
• DB-353531
• CS-0163229
• ST51057423
• 1H-Indole, 2-methyl-3-[(E)-2-nitroethenyl]-
• AB01315928-02
• SR-01000112135
• SR-01000112135-1

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9939	99.39%
Caco-2	-	0.5564	55.64%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4619	46.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8414	84.14%
OATP1B3 inhibitior	+	0.9455	94.55%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6319	63.19%
P-glycoprotein inhibitior	-	0.9864	98.64%
P-glycoprotein substrate	-	0.9432	94.32%
CYP3A4 substrate	+	0.5312	53.12%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	-	0.8476	84.76%
CYP3A4 inhibition	-	0.7893	78.93%
CYP2C9 inhibition	-	0.7826	78.26%
CYP2C19 inhibition	+	0.8737	87.37%
CYP2D6 inhibition	+	0.6546	65.46%
CYP1A2 inhibition	+	0.9267	92.67%
CYP2C8 inhibition	-	0.7413	74.13%
CYP inhibitory promiscuity	+	0.7521	75.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.5902	59.02%
Eye corrosion	-	0.9455	94.55%
Eye irritation	+	0.7888	78.88%
Skin irritation	-	0.5924	59.24%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6969	69.69%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.7346	73.46%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.6691	66.91%
Acute Oral Toxicity (c)	III	0.6803	68.03%
Estrogen receptor binding	+	0.7189	71.89%
Androgen receptor binding	+	0.5342	53.42%
Thyroid receptor binding	-	0.6932	69.32%
Glucocorticoid receptor binding	+	0.6727	67.27%
Aromatase binding	-	0.7375	73.75%
PPAR gamma	-	0.7131	71.31%
Honey bee toxicity	-	0.9255	92.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8349	83.49%

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	97.37%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.00%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.09%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.46%	96.00%
CHEMBL3902	P09211	Glutathione S-transferase Pi	86.87%	93.81%
CHEMBL255	P29275	Adenosine A2b receptor	84.88%	98.59%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.27%	93.99%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.17%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.42%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 753340
• LOTUS: LTS0253670
• wikiData: Q104989005