(2S)-2-amino-5-[[(2S)-2-aminobutanoyl]-(carboxymethyl)amino]-5-oxopentanoic acid

Details

• Internal ID: 7fdb5e4c-045f-4b83-971d-253e38af347c
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Peptoid-peptide hybrids
• IUPAC Name: (2S)-2-amino-5-[[(2S)-2-aminobutanoyl]-(carboxymethyl)amino]-5-oxopentanoic acid
• SMILES (Canonical): CCC(C(=O)N(CC(=O)O)C(=O)CCC(C(=O)O)N)N
• SMILES (Isomeric): CC[C@@H](C(=O)N(CC(=O)O)C(=O)CC[C@@H](C(=O)O)N)N
• InChI: InChI=1S/C11H19N3O6/c1-2-6(12)10(18)14(5-9(16)17)8(15)4-3-7(13)11(19)20/h6-7H,2-5,12-13H2,1H3,(H,16,17)(H,19,20)/t6-,7-/m0/s1
• InChI Key: SPLUHYDIQKURQW-BQBZGAKWSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₉N₃O₆
• Molecular Weight: 289.29 g/mol
• Exact Mass: 289.12738533 g/mol
• Topological Polar Surface Area (TPSA): 164.00 Ų
• XlogP: -6.50
• Atomic LogP (AlogP): -1.64
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

• CHEBI:181412
• AKOS025295374
• (2S)-2-amino-5-[[(2S)-2-aminobutanoyl]-(carboxymethyl)amino]-5-oxopentanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6545	65.45%
Caco-2	-	0.8282	82.82%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6542	65.42%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9033	90.33%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8853	88.53%
P-glycoprotein inhibitior	-	0.9608	96.08%
P-glycoprotein substrate	-	0.8772	87.72%
CYP3A4 substrate	-	0.5918	59.18%
CYP2C9 substrate	-	0.5928	59.28%
CYP2D6 substrate	-	0.8137	81.37%
CYP3A4 inhibition	-	0.8212	82.12%
CYP2C9 inhibition	-	0.9410	94.10%
CYP2C19 inhibition	-	0.9063	90.63%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	-	0.9361	93.61%
CYP2C8 inhibition	-	0.9443	94.43%
CYP inhibitory promiscuity	-	0.9946	99.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6022	60.22%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.9596	95.96%
Skin irritation	-	0.8005	80.05%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7018	70.18%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.9382	93.82%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9389	93.89%
Acute Oral Toxicity (c)	III	0.6297	62.97%
Estrogen receptor binding	-	0.5888	58.88%
Androgen receptor binding	-	0.6359	63.59%
Thyroid receptor binding	-	0.6360	63.60%
Glucocorticoid receptor binding	+	0.6354	63.54%
Aromatase binding	-	0.6965	69.65%
PPAR gamma	+	0.5989	59.89%
Honey bee toxicity	-	0.9589	95.89%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	-	0.5872	58.72%

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	97.81%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.04%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.80%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	91.16%	83.82%
CHEMBL236	P41143	Delta opioid receptor	89.17%	99.35%
CHEMBL233	P35372	Mu opioid receptor	85.50%	97.93%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.94%	94.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.11%	93.56%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.84%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.23%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 193304
• LOTUS: LTS0092814
• wikiData: Q105249265