Purpuroine H

Details

• Internal ID: 9fb5b00a-8e0f-49a9-8f9c-941661089cc9
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Phenylalanine and derivatives
• IUPAC Name: (2R)-3-(3-bromo-5-iodo-4-methoxyphenyl)-2-(trimethylazaniumyl)propanoate
• SMILES (Canonical): C[N+](C)(C)C(CC1=CC(=C(C(=C1)I)OC)Br)C(=O)[O-]
• SMILES (Isomeric): C[N+](C)(C)[C@H](CC1=CC(=C(C(=C1)I)OC)Br)C(=O)[O-]
• InChI: InChI=1S/C13H17BrINO3/c1-16(2,3)11(13(17)18)7-8-5-9(14)12(19-4)10(15)6-8/h5-6,11H,7H2,1-4H3/t11-/m1/s1
• InChI Key: YVFRPWMJWCFFSL-LLVKDONJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₇BrINO₃
• Molecular Weight: 442.09 g/mol
• Exact Mass: 440.94365 g/mol
• Topological Polar Surface Area (TPSA): 49.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 1.43
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• CHEMBL2204072
• BDBM50486137

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5457	54.57%
Caco-2	+	0.8077	80.77%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5642	56.42%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8763	87.63%
OATP1B3 inhibitior	+	0.9477	94.77%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5885	58.85%
P-glycoprotein inhibitior	-	0.9643	96.43%
P-glycoprotein substrate	-	0.8499	84.99%
CYP3A4 substrate	-	0.5498	54.98%
CYP2C9 substrate	-	0.6052	60.52%
CYP2D6 substrate	-	0.8076	80.76%
CYP3A4 inhibition	-	0.9463	94.63%
CYP2C9 inhibition	-	0.8128	81.28%
CYP2C19 inhibition	-	0.6987	69.87%
CYP2D6 inhibition	-	0.8219	82.19%
CYP1A2 inhibition	+	0.5139	51.39%
CYP2C8 inhibition	+	0.5093	50.93%
CYP inhibitory promiscuity	-	0.6689	66.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6032	60.32%
Carcinogenicity (trinary)	Non-required	0.5715	57.15%
Eye corrosion	-	0.9768	97.68%
Eye irritation	+	0.5666	56.66%
Skin irritation	-	0.7751	77.51%
Skin corrosion	-	0.9206	92.06%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4140	41.40%
Micronuclear	-	0.5232	52.32%
Hepatotoxicity	-	0.5814	58.14%
skin sensitisation	-	0.8477	84.77%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.8255	82.55%
Acute Oral Toxicity (c)	III	0.4226	42.26%
Estrogen receptor binding	-	0.7392	73.92%
Androgen receptor binding	-	0.4940	49.40%
Thyroid receptor binding	+	0.5281	52.81%
Glucocorticoid receptor binding	-	0.8094	80.94%
Aromatase binding	-	0.6767	67.67%
PPAR gamma	+	0.5534	55.34%
Honey bee toxicity	-	0.9280	92.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9715	97.15%

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	97.52%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.95%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.49%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.54%	98.95%
CHEMBL2535	P11166	Glucose transporter	88.84%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.04%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.38%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.28%	95.56%
CHEMBL4208	P20618	Proteasome component C5	81.59%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71459442
• LOTUS: LTS0273354
• wikiData: Q105365299