3-[(E)-2-aminoethenyl]-1H-indol-5-ol

Details

• Internal ID: c064763b-8666-494c-a5f9-bdfad216ae5a
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Hydroxyindoles
• IUPAC Name: 3-[(E)-2-aminoethenyl]-1H-indol-5-ol
• SMILES (Canonical): C1=CC2=C(C=C1O)C(=CN2)C=CN
• SMILES (Isomeric): C1=CC2=C(C=C1O)C(=CN2)/C=C/N
• InChI: InChI=1S/C10H10N2O/c11-4-3-7-6-12-10-2-1-8(13)5-9(7)10/h1-6,12-13H,11H2/b4-3+
• InChI Key: JGSAFKIGYSSCAA-ONEGZZNKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀N₂O
• Molecular Weight: 174.20 g/mol
• Exact Mass: 174.079312947 g/mol
• Topological Polar Surface Area (TPSA): 62.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 2
• H-Bond Donor: 3
• 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	+	0.6763	67.63%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Plasma membrane	0.2903	29.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8591	85.91%
P-glycoprotein inhibitior	-	0.9787	97.87%
P-glycoprotein substrate	-	0.7735	77.35%
CYP3A4 substrate	-	0.6260	62.60%
CYP2C9 substrate	+	0.6062	60.62%
CYP2D6 substrate	-	0.6937	69.37%
CYP3A4 inhibition	-	0.8619	86.19%
CYP2C9 inhibition	-	0.7213	72.13%
CYP2C19 inhibition	-	0.7746	77.46%
CYP2D6 inhibition	-	0.6887	68.87%
CYP1A2 inhibition	+	0.6753	67.53%
CYP2C8 inhibition	-	0.6256	62.56%
CYP inhibitory promiscuity	+	0.6112	61.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8380	83.80%
Carcinogenicity (trinary)	Non-required	0.4233	42.33%
Eye corrosion	-	0.9836	98.36%
Eye irritation	+	0.9129	91.29%
Skin irritation	-	0.7318	73.18%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5343	53.43%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.7880	78.80%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8827	88.27%
Acute Oral Toxicity (c)	III	0.4309	43.09%
Estrogen receptor binding	+	0.8327	83.27%
Androgen receptor binding	-	0.6196	61.96%
Thyroid receptor binding	+	0.6523	65.23%
Glucocorticoid receptor binding	+	0.7598	75.98%
Aromatase binding	+	0.6555	65.55%
PPAR gamma	+	0.8262	82.62%
Honey bee toxicity	-	0.9432	94.32%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.6211	62.11%

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	98.72%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.82%	94.45%
CHEMBL242	Q92731	Estrogen receptor beta	93.72%	98.35%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	92.11%	83.10%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.36%	89.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.13%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.62%	91.71%
CHEMBL1951	P21397	Monoamine oxidase A	87.77%	91.49%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	87.73%	93.24%
CHEMBL3194	P02766	Transthyretin	85.50%	90.71%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.47%	95.56%
CHEMBL2535	P11166	Glucose transporter	84.29%	98.75%
CHEMBL5443	O00311	Cell division cycle 7-related protein kinase	81.50%	96.11%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	81.04%	82.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.41%	89.00%

Plants that contains it

• Solanum lycopersicum
• Urtica dioica

Cross-Links

• PubChem: 50937459
• NPASS: NPC52015