Dimethyl[2-(5-hydroxy-1H-indole-3-yl)ethyl]aminium

Details

• Internal ID: 6a193a35-8ff0-46d7-a670-ac756f1b4337
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Tryptamines and derivatives > Serotonins
• IUPAC Name: 3-[2-(dimethylamino)ethyl]-1H-indol-1-ium-5-ol
• SMILES (Canonical): CN(C)CCC1=C[NH2+]C2=C1C=C(C=C2)O
• SMILES (Isomeric): CN(C)CCC1=C[NH2+]C2=C1C=C(C=C2)O
• InChI: InChI=1S/C12H16N2O/c1-14(2)6-5-9-8-13-12-4-3-10(15)7-11(9)12/h3-4,7-8,13,15H,5-6H2,1-2H3/p+1
• InChI Key: VTTONGPRPXSUTJ-UHFFFAOYSA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇N₂O+
• Molecular Weight: 205.28 g/mol
• Exact Mass: 205.134088170 g/mol
• Topological Polar Surface Area (TPSA): 40.10 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9403	94.03%
Caco-2	+	0.9077	90.77%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5287	52.87%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.7820	78.20%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8885	88.85%
P-glycoprotein inhibitior	-	0.9839	98.39%
P-glycoprotein substrate	-	0.6671	66.71%
CYP3A4 substrate	+	0.5975	59.75%
CYP2C9 substrate	+	0.7947	79.47%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.7133	71.33%
CYP2C9 inhibition	-	0.8065	80.65%
CYP2C19 inhibition	-	0.8005	80.05%
CYP2D6 inhibition	+	0.5079	50.79%
CYP1A2 inhibition	+	0.6363	63.63%
CYP2C8 inhibition	-	0.8135	81.35%
CYP inhibitory promiscuity	-	0.6470	64.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6507	65.07%
Eye corrosion	-	0.9776	97.76%
Eye irritation	-	0.8854	88.54%
Skin irritation	-	0.7230	72.30%
Skin corrosion	-	0.8424	84.24%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7390	73.90%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8069	80.69%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7813	78.13%
Acute Oral Toxicity (c)	III	0.5908	59.08%
Estrogen receptor binding	-	0.5930	59.30%
Androgen receptor binding	+	0.5624	56.24%
Thyroid receptor binding	+	0.6197	61.97%
Glucocorticoid receptor binding	-	0.5246	52.46%
Aromatase binding	-	0.5478	54.78%
PPAR gamma	-	0.5681	56.81%
Honey bee toxicity	-	0.9222	92.22%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.7906	79.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	97.74%	83.57%
CHEMBL2581	P07339	Cathepsin D	95.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.52%	96.09%
CHEMBL242	Q92731	Estrogen receptor beta	92.52%	98.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.93%	91.11%
CHEMBL4208	P20618	Proteasome component C5	87.29%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.95%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.86%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	85.37%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	85.10%	94.73%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.13%	93.10%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.10%	95.56%

Plants that contains it

• Arundo donax

Cross-Links

• PubChem: 122364553
• NPASS: NPC80251