N-malonyl-d-tryptophan

Details

• Internal ID: 223101c8-d3bf-46a6-8107-7663ec5976ae
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolyl carboxylic acids and derivatives
• IUPAC Name: 2-(2,4-dioxoazetidin-1-yl)-3-(1H-indol-3-yl)propanoic acid
• SMILES (Canonical): C1C(=O)N(C1=O)C(CC2=CNC3=CC=CC=C32)C(=O)O
• SMILES (Isomeric): C1C(=O)N(C1=O)C(CC2=CNC3=CC=CC=C32)C(=O)O
• InChI: InChI=1S/C14H12N2O4/c17-12-6-13(18)16(12)11(14(19)20)5-8-7-15-10-4-2-1-3-9(8)10/h1-4,7,11,15H,5-6H2,(H,19,20)
• InChI Key: IMEFCKUOVURQRP-UHFFFAOYSA-N
• Popularity: 20 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₂N₂O₄
• Molecular Weight: 272.26 g/mol
• Exact Mass: 272.07970687 g/mol
• Topological Polar Surface Area (TPSA): 90.50 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 0.92
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7671	76.71%
Caco-2	-	0.5959	59.59%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7268	72.68%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.9484	94.84%
OATP1B3 inhibitior	+	0.9262	92.62%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6086	60.86%
P-glycoprotein inhibitior	-	0.9776	97.76%
P-glycoprotein substrate	-	0.8975	89.75%
CYP3A4 substrate	-	0.5339	53.39%
CYP2C9 substrate	-	0.6012	60.12%
CYP2D6 substrate	-	0.8008	80.08%
CYP3A4 inhibition	-	0.9578	95.78%
CYP2C9 inhibition	-	0.9404	94.04%
CYP2C19 inhibition	-	0.9346	93.46%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.9264	92.64%
CYP2C8 inhibition	-	0.9094	90.94%
CYP inhibitory promiscuity	-	0.9771	97.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6231	62.31%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9631	96.31%
Skin irritation	-	0.7844	78.44%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7800	78.00%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6215	62.15%
skin sensitisation	-	0.8964	89.64%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9340	93.40%
Acute Oral Toxicity (c)	III	0.5257	52.57%
Estrogen receptor binding	-	0.7176	71.76%
Androgen receptor binding	-	0.5486	54.86%
Thyroid receptor binding	-	0.7869	78.69%
Glucocorticoid receptor binding	+	0.6126	61.26%
Aromatase binding	-	0.5360	53.60%
PPAR gamma	+	0.6716	67.16%
Honey bee toxicity	-	0.9239	92.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7449	74.49%
Fish aquatic toxicity	+	0.7214	72.14%

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	98.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.01%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.13%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.88%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	90.52%	83.82%
CHEMBL2535	P11166	Glucose transporter	88.32%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.03%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.15%	93.99%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.60%	88.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.48%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.26%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.14%	94.45%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.67%	95.56%

Plants that contains it

• Triticum aestivum

Cross-Links

• PubChem: 76084327
• LOTUS: LTS0050524
• wikiData: Q105115623