Cyclo(L-6-Hyp-L-Phe)

Details

• Internal ID: af48ebf9-0352-4dac-b154-432aec8ac72f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (3S,8aR)-3-benzyl-8a-hydroxy-3,6,7,8-tetrahydro-2H-pyrrolo[1,2-a]pyrazine-1,4-dione
• InChI: InChI=1S/C14H16N2O3/c17-12-11(9-10-5-2-1-3-6-10)15-13(18)14(19)7-4-8-16(12)14/h1-3,5-6,11,19H,4,7-9H2,(H,15,18)/t11-,14+/m0/s1
• InChI Key: ZNFLWFXFHVQUPK-SMDDNHRTSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆N₂O₃
• Molecular Weight: 260.29 g/mol
• Exact Mass: 260.11609238 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.04
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL479678

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7917	79.17%
Caco-2	+	0.5425	54.25%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8319	83.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9375	93.75%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8064	80.64%
BSEP inhibitior	-	0.7755	77.55%
P-glycoprotein inhibitior	-	0.9724	97.24%
P-glycoprotein substrate	-	0.6861	68.61%
CYP3A4 substrate	-	0.5321	53.21%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.7833	78.33%
CYP3A4 inhibition	-	0.9123	91.23%
CYP2C9 inhibition	-	0.9077	90.77%
CYP2C19 inhibition	-	0.8636	86.36%
CYP2D6 inhibition	-	0.8064	80.64%
CYP1A2 inhibition	-	0.9331	93.31%
CYP2C8 inhibition	-	0.8626	86.26%
CYP inhibitory promiscuity	-	0.9577	95.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6407	64.07%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9907	99.07%
Skin irritation	-	0.7715	77.15%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4439	44.39%
Micronuclear	+	0.8059	80.59%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8876	88.76%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7676	76.76%
Acute Oral Toxicity (c)	III	0.5695	56.95%
Estrogen receptor binding	-	0.6942	69.42%
Androgen receptor binding	-	0.5443	54.43%
Thyroid receptor binding	-	0.7186	71.86%
Glucocorticoid receptor binding	-	0.5320	53.20%
Aromatase binding	+	0.6773	67.73%
PPAR gamma	-	0.6648	66.48%
Honey bee toxicity	-	0.8914	89.14%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.6677	66.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.15%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.08%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.86%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.71%	82.69%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.25%	97.64%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.80%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.46%	93.03%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.33%	93.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.84%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.55%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.85%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.12%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.56%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.36%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11507184
• LOTUS: LTS0181713
• wikiData: Q105380029