(2S)-3-(5,6-diiodo-1H-indol-3-yl)-2-(trimethylazaniumyl)propanoate

Details

• Internal ID: d807dfa5-6890-4217-b3b8-3f99f86fe359
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: (2S)-3-(5,6-diiodo-1H-indol-3-yl)-2-(trimethylazaniumyl)propanoate
• SMILES (Canonical): C[N+](C)(C)C(CC1=CNC2=CC(=C(C=C21)I)I)C(=O)[O-]
• SMILES (Isomeric): C[N+](C)(C)[C@@H](CC1=CNC2=CC(=C(C=C21)I)I)C(=O)[O-]
• InChI: InChI=1S/C14H16I2N2O2/c1-18(2,3)13(14(19)20)4-8-7-17-12-6-11(16)10(15)5-9(8)12/h5-7,13,17H,4H2,1-3H3/t13-/m0/s1
• InChI Key: AAQRZBVHHHZEHA-ZDUSSCGKSA-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	+	0.5000	50.00%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.5686	56.86%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.9114	91.14%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5851	58.51%
P-glycoprotein inhibitior	-	0.9731	97.31%
P-glycoprotein substrate	-	0.7208	72.08%
CYP3A4 substrate	-	0.5373	53.73%
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	-	0.7981	79.81%
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	-	0.9520	95.20%
Skin irritation	-	0.7764	77.64%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6342	63.42%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.7021	70.21%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7114	71.14%
Acute Oral Toxicity (c)	III	0.4919	49.19%
Estrogen receptor binding	+	0.5461	54.61%
Androgen receptor binding	-	0.5856	58.56%
Thyroid receptor binding	-	0.5127	51.27%
Glucocorticoid receptor binding	+	0.6247	62.47%
Aromatase binding	+	0.5774	57.74%
PPAR gamma	-	0.5456	54.56%
Honey bee toxicity	-	0.9203	92.03%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5549	55.49%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.59%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.96%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	89.31%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.00%	95.56%
CHEMBL2535	P11166	Glucose transporter	87.04%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.33%	99.17%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.30%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.44%	91.71%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	80.48%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9983358
• LOTUS: LTS0038709
• wikiData: Q104908288