4-[(1-acetyl-9H-pyrido[3,4-b]indole-3-carbonyl)amino]-5-butoxy-5-oxopentanoic acid

Details

• Internal ID: 3dd94e78-bb4a-429a-b330-db78402d46e7
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Glutamic acid and derivatives
• IUPAC Name: 4-[(1-acetyl-9H-pyrido[3,4-b]indole-3-carbonyl)amino]-5-butoxy-5-oxopentanoic acid
• SMILES (Canonical): CCCCOC(=O)C(CCC(=O)O)NC(=O)C1=NC(=C2C(=C1)C3=CC=CC=C3N2)C(=O)C
• SMILES (Isomeric): CCCCOC(=O)C(CCC(=O)O)NC(=O)C1=NC(=C2C(=C1)C3=CC=CC=C3N2)C(=O)C
• InChI: InChI=1S/C23H25N3O6/c1-3-4-11-32-23(31)17(9-10-19(28)29)26-22(30)18-12-15-14-7-5-6-8-16(14)24-21(15)20(25-18)13(2)27/h5-8,12,17,24H,3-4,9-11H2,1-2H3,(H,26,30)(H,28,29)
• InChI Key: BKMWCGBCBLMQHX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₅N₃O₆
• Molecular Weight: 439.50 g/mol
• Exact Mass: 439.17433553 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	-	0.8638	86.38%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8150	81.50%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.8619	86.19%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	0.8809	88.09%
OCT2 inhibitior	-	0.7649	76.49%
BSEP inhibitior	+	0.9856	98.56%
P-glycoprotein inhibitior	+	0.6539	65.39%
P-glycoprotein substrate	+	0.6275	62.75%
CYP3A4 substrate	+	0.6700	67.00%
CYP2C9 substrate	+	0.7817	78.17%
CYP2D6 substrate	-	0.8815	88.15%
CYP3A4 inhibition	+	0.6860	68.60%
CYP2C9 inhibition	-	0.6700	67.00%
CYP2C19 inhibition	-	0.6221	62.21%
CYP2D6 inhibition	-	0.8792	87.92%
CYP1A2 inhibition	-	0.7835	78.35%
CYP2C8 inhibition	+	0.5266	52.66%
CYP inhibitory promiscuity	+	0.6374	63.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.7016	70.16%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9831	98.31%
Skin irritation	-	0.8232	82.32%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3944	39.44%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.6336	63.36%
skin sensitisation	-	0.9113	91.13%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7641	76.41%
Acute Oral Toxicity (c)	III	0.6965	69.65%
Estrogen receptor binding	+	0.7663	76.63%
Androgen receptor binding	+	0.7761	77.61%
Thyroid receptor binding	-	0.5428	54.28%
Glucocorticoid receptor binding	+	0.6857	68.57%
Aromatase binding	+	0.6132	61.32%
PPAR gamma	+	0.6793	67.93%
Honey bee toxicity	-	0.9004	90.04%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8032	80.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.52%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.33%	99.17%
CHEMBL1781	P11387	DNA topoisomerase I	95.23%	97.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.78%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.25%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.47%	94.62%
CHEMBL202	P00374	Dihydrofolate reductase	90.82%	89.92%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.74%	92.08%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	90.35%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.03%	93.56%
CHEMBL1907	P15144	Aminopeptidase N	89.75%	93.31%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.33%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.13%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	87.70%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	86.02%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	85.84%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.15%	95.56%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.66%	92.67%
CHEMBL2885	P07451	Carbonic anhydrase III	83.57%	87.45%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	82.78%	91.81%
CHEMBL255	P29275	Adenosine A2b receptor	82.64%	98.59%
CHEMBL1951	P21397	Monoamine oxidase A	82.12%	91.49%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	81.74%	92.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.52%	86.33%

Plants that contains it

• Stellaria dichotoma

Cross-Links

• PubChem: 77916116
• LOTUS: LTS0209372
• wikiData: Q104937694