5-Amino-2-[(3,4-dioxocyclohexa-1,5-dien-1-yl)amino]-5-oxopentanoic acid

Details

• Internal ID: 1c7a94d3-5805-4f9e-97a0-1f317796d448
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids
• IUPAC Name: 5-amino-2-[(3,4-dioxocyclohexa-1,5-dien-1-yl)amino]-5-oxopentanoic acid
• SMILES (Canonical): C1=CC(=O)C(=O)C=C1NC(CCC(=O)N)C(=O)O
• SMILES (Isomeric): C1=CC(=O)C(=O)C=C1NC(CCC(=O)N)C(=O)O
• InChI: InChI=1S/C11H12N2O5/c12-10(16)4-2-7(11(17)18)13-6-1-3-8(14)9(15)5-6/h1,3,5,7,13H,2,4H2,(H2,12,16)(H,17,18)
• InChI Key: HDPGCJZQWYUKAO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂N₂O₅
• Molecular Weight: 252.22 g/mol
• Exact Mass: 252.07462149 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.11
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5848	58.48%
Caco-2	-	0.8709	87.09%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7395	73.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9393	93.93%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9572	95.72%
BSEP inhibitior	-	0.9529	95.29%
P-glycoprotein inhibitior	-	0.9893	98.93%
P-glycoprotein substrate	-	0.8433	84.33%
CYP3A4 substrate	-	0.5973	59.73%
CYP2C9 substrate	-	0.6003	60.03%
CYP2D6 substrate	-	0.8530	85.30%
CYP3A4 inhibition	-	0.9083	90.83%
CYP2C9 inhibition	-	0.9317	93.17%
CYP2C19 inhibition	-	0.9053	90.53%
CYP2D6 inhibition	-	0.9540	95.40%
CYP1A2 inhibition	-	0.9439	94.39%
CYP2C8 inhibition	-	0.9789	97.89%
CYP inhibitory promiscuity	-	0.9705	97.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8811	88.11%
Carcinogenicity (trinary)	Non-required	0.6688	66.88%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8598	85.98%
Skin irritation	-	0.7904	79.04%
Skin corrosion	-	0.9181	91.81%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7550	75.50%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5175	51.75%
skin sensitisation	-	0.8727	87.27%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7923	79.23%
Acute Oral Toxicity (c)	III	0.5955	59.55%
Estrogen receptor binding	-	0.7608	76.08%
Androgen receptor binding	-	0.5617	56.17%
Thyroid receptor binding	-	0.7823	78.23%
Glucocorticoid receptor binding	-	0.6819	68.19%
Aromatase binding	-	0.6588	65.88%
PPAR gamma	+	0.5505	55.05%
Honey bee toxicity	-	0.9412	94.12%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.6796	67.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.64%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.53%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	90.82%	83.82%
CHEMBL2581	P07339	Cathepsin D	89.69%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.43%	99.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.96%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.30%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.22%	95.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	82.06%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78173823
• LOTUS: LTS0191065
• wikiData: Q104167736