(2S)-3-(6,7-diiodo-1H-indol-3-yl)-2-(trimethylazaniumyl)propanoate

Details

• Internal ID: 504ffd0a-b0b4-49c9-8f44-a599a9b35038
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (2S)-3-(6,7-diiodo-1H-indol-3-yl)-2-(trimethylazaniumyl)propanoate
• SMILES (Canonical): C[N+](C)(C)C(CC1=CNC2=C1C=CC(=C2I)I)C(=O)[O-]
• SMILES (Isomeric): C[N+](C)(C)[C@@H](CC1=CNC2=C1C=CC(=C2I)I)C(=O)[O-]
• InChI: InChI=1S/C14H16I2N2O2/c1-18(2,3)11(14(19)20)6-8-7-17-13-9(8)4-5-10(15)12(13)16/h4-5,7,11,17H,6H2,1-3H3/t11-/m0/s1
• InChI Key: HXEOZQZKUZMCEF-NSHDSACASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆I₂N₂O₂
• Molecular Weight: 498.10 g/mol
• Exact Mass: 497.93012 g/mol
• Topological Polar Surface Area (TPSA): 55.90 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6797	67.97%
Caco-2	+	0.6295	62.95%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Lysosomes	0.5686	56.86%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.9105	91.05%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6085	60.85%
P-glycoprotein inhibitior	-	0.9682	96.82%
P-glycoprotein substrate	-	0.7088	70.88%
CYP3A4 substrate	-	0.5071	50.71%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8088	80.88%
CYP3A4 inhibition	-	0.8266	82.66%
CYP2C9 inhibition	-	0.8025	80.25%
CYP2C19 inhibition	-	0.6368	63.68%
CYP2D6 inhibition	-	0.8757	87.57%
CYP1A2 inhibition	+	0.5242	52.42%
CYP2C8 inhibition	-	0.5933	59.33%
CYP inhibitory promiscuity	+	0.5219	52.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6567	65.67%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9582	95.82%
Skin irritation	-	0.7764	77.64%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6519	65.19%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6416	64.16%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6210	62.10%
Acute Oral Toxicity (c)	III	0.4919	49.19%
Estrogen receptor binding	+	0.6441	64.41%
Androgen receptor binding	+	0.5313	53.13%
Thyroid receptor binding	+	0.5185	51.85%
Glucocorticoid receptor binding	+	0.6202	62.02%
Aromatase binding	+	0.5849	58.49%
PPAR gamma	+	0.5573	55.73%
Honey bee toxicity	-	0.9013	90.13%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	+	0.9480	94.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.53%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.67%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.44%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.94%	95.56%
CHEMBL213	P08588	Beta-1 adrenergic receptor	89.65%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.09%	91.11%
CHEMBL2535	P11166	Glucose transporter	85.97%	98.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.40%	97.28%
CHEMBL255	P29275	Adenosine A2b receptor	82.76%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.50%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10051601
• LOTUS: LTS0190646
• wikiData: Q105034958