2-Amino-5-[(2-benzylsulfanyl-1-carboxyethyl)amino]-5-oxopentanoic acid

Details

• Internal ID: 6e766de6-2771-4215-93e0-600f3d88906e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: 2-amino-5-[(2-benzylsulfanyl-1-carboxyethyl)amino]-5-oxopentanoic acid
• SMILES (Canonical): C1=CC=C(C=C1)CSCC(C(=O)O)NC(=O)CCC(C(=O)O)N
• SMILES (Isomeric): C1=CC=C(C=C1)CSCC(C(=O)O)NC(=O)CCC(C(=O)O)N
• InChI: InChI=1S/C15H20N2O5S/c16-11(14(19)20)6-7-13(18)17-12(15(21)22)9-23-8-10-4-2-1-3-5-10/h1-5,11-12H,6-9,16H2,(H,17,18)(H,19,20)(H,21,22)
• InChI Key: DFOHPWOFJIEXJX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀N₂O₅S
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.10929292 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): 0.68
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8976	89.76%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7857	78.57%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9187	91.87%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6072	60.72%
P-glycoprotein inhibitior	-	0.8700	87.00%
P-glycoprotein substrate	-	0.8416	84.16%
CYP3A4 substrate	-	0.6015	60.15%
CYP2C9 substrate	-	0.6277	62.77%
CYP2D6 substrate	-	0.7756	77.56%
CYP3A4 inhibition	-	0.8450	84.50%
CYP2C9 inhibition	-	0.9513	95.13%
CYP2C19 inhibition	-	0.9352	93.52%
CYP2D6 inhibition	-	0.9016	90.16%
CYP1A2 inhibition	-	0.9498	94.98%
CYP2C8 inhibition	-	0.8211	82.11%
CYP inhibitory promiscuity	-	0.9937	99.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7087	70.87%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9779	97.79%
Skin irritation	-	0.8456	84.56%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6648	66.48%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.7302	73.02%
skin sensitisation	-	0.9258	92.58%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9200	92.00%
Acute Oral Toxicity (c)	III	0.6609	66.09%
Estrogen receptor binding	+	0.7651	76.51%
Androgen receptor binding	-	0.7343	73.43%
Thyroid receptor binding	-	0.6440	64.40%
Glucocorticoid receptor binding	-	0.6412	64.12%
Aromatase binding	-	0.5229	52.29%
PPAR gamma	+	0.8510	85.10%
Honey bee toxicity	-	0.8720	87.20%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	-	0.5236	52.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.57%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.46%	99.17%
CHEMBL221	P23219	Cyclooxygenase-1	95.35%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.72%	96.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.30%	92.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.44%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	88.81%	90.20%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	88.40%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	85.33%	83.82%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.72%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	82.24%	94.73%

Plants that contains it

• Petiveria alliacea

Cross-Links

• PubChem: 73797110
• LOTUS: LTS0047283
• wikiData: Q104978130