Tolyprolinol

Details

• Internal ID: 29f17741-5e03-4e08-9960-fd440e51acbc
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > N-acyl-alpha amino acids and derivatives
• IUPAC Name: N-[(2S)-1-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-1-oxo-3-phenylpropan-2-yl]acetamide
• InChI: InChI=1S/C16H22N2O3/c1-12(20)17-15(10-13-6-3-2-4-7-13)16(21)18-9-5-8-14(18)11-19/h2-4,6-7,14-15,19H,5,8-11H2,1H3,(H,17,20)/t14-,15-/m0/s1
• InChI Key: IIXXOKNZZNVVTK-GJZGRUSLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂N₂O₃
• Molecular Weight: 290.36 g/mol
• Exact Mass: 290.16304257 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• N-acetyl-l-phenylalanyl-l-prolinol
• Z4301312312

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9485	94.85%
Caco-2	+	0.6703	67.03%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7011	70.11%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9485	94.85%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7282	72.82%
P-glycoprotein inhibitior	-	0.9283	92.83%
P-glycoprotein substrate	+	0.6106	61.06%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8227	82.27%
CYP3A4 inhibition	-	0.7786	77.86%
CYP2C9 inhibition	-	0.9214	92.14%
CYP2C19 inhibition	-	0.7375	73.75%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.9305	93.05%
CYP2C8 inhibition	-	0.9527	95.27%
CYP inhibitory promiscuity	-	0.8928	89.28%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6735	67.35%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9991	99.91%
Skin irritation	-	0.7647	76.47%
Skin corrosion	-	0.9174	91.74%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.6352	63.52%
skin sensitisation	-	0.9323	93.23%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6263	62.63%
Acute Oral Toxicity (c)	III	0.7082	70.82%
Estrogen receptor binding	-	0.6812	68.12%
Androgen receptor binding	-	0.6531	65.31%
Thyroid receptor binding	-	0.8516	85.16%
Glucocorticoid receptor binding	+	0.5387	53.87%
Aromatase binding	-	0.5234	52.34%
PPAR gamma	-	0.8861	88.61%
Honey bee toxicity	-	0.9543	95.43%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.4253	42.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.55%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	97.60%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.87%	96.09%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	95.70%	98.33%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.13%	97.64%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	92.79%	96.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.34%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.19%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.22%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.96%	97.09%
CHEMBL1255126	O15151	Protein Mdm4	82.89%	90.20%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.20%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.94%	95.89%
CHEMBL2327	P21452	Neurokinin 2 receptor	81.86%	98.89%
CHEMBL3837	P07711	Cathepsin L	80.64%	96.61%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132471952
• LOTUS: LTS0156333
• wikiData: Q105113816