2-[[1-[[1-[[(E)-[5-(2,4-Dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-3-[(6-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-methylamino]-1-oxobutan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]carbamoylamino]-3-(3-hydroxyphenyl)propanoic acid

Details

• Internal ID: 1509b712-b230-49bf-a55c-54601463056d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: 2-[[1-[[1-[[(E)-[5-(2,4-dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-3-[(6-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-methylamino]-1-oxobutan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]carbamoylamino]-3-(3-hydroxyphenyl)propanoic acid
• InChI: InChI=1S/C39H48N8O12S/c1-20(46(2)35(54)28-16-23-15-25(49)8-7-22(23)18-40-28)32(34(53)41-19-26-17-30(50)36(59-26)47-11-9-31(51)44-39(47)58)45-33(52)27(10-12-60-3)42-38(57)43-29(37(55)56)14-21-5-4-6-24(48)13-21/h4-9,11,13,15,19-20,27-30,32,36,40,48-50H,10,12,14,16-18H2,1-3H3,(H,41,53)(H,45,52)(H,55,56)(H2,42,43,57)(H,44,51,58)/b26-19+
• InChI Key: XWORGFMCZJWEQG-LGUFXXKBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₈N₈O₁₂S
• Molecular Weight: 852.90 g/mol
• Exact Mass: 852.31124017 g/mol
• Topological Polar Surface Area (TPSA): 314.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 14
• H-Bond Donor: 10
• Rotatable Bonds: 16

Synonyms

• 2-[[1-[[1-[[(E)-[5-(2,4-Dioxopyrimidin-1-yl)-4-hydroxyoxolan-2-ylidene]methyl]amino]-3-[(6-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-methylamino]-1-oxobutan-2-yl]amino]-4-methylsulfanyl-1-oxobutan-2-yl]carbamoylamino]-3-(3-hydroxyphenyl)propanoic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8662	86.62%
Caco-2	-	0.8705	87.05%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4101	41.01%
OATP2B1 inhibitior	-	0.7129	71.29%
OATP1B1 inhibitior	+	0.7806	78.06%
OATP1B3 inhibitior	+	0.9270	92.70%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7811	78.11%
BSEP inhibitior	+	0.8544	85.44%
P-glycoprotein inhibitior	+	0.7458	74.58%
P-glycoprotein substrate	+	0.8531	85.31%
CYP3A4 substrate	+	0.7411	74.11%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8475	84.75%
CYP3A4 inhibition	-	0.5704	57.04%
CYP2C9 inhibition	-	0.7439	74.39%
CYP2C19 inhibition	-	0.8358	83.58%
CYP2D6 inhibition	-	0.8647	86.47%
CYP1A2 inhibition	-	0.7912	79.12%
CYP2C8 inhibition	+	0.7609	76.09%
CYP inhibitory promiscuity	-	0.8709	87.09%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5702	57.02%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.7665	76.65%
Skin corrosion	-	0.9267	92.67%
Ames mutagenesis	-	0.5854	58.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4002	40.02%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8627	86.27%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7482	74.82%
Acute Oral Toxicity (c)	III	0.6172	61.72%
Estrogen receptor binding	+	0.8225	82.25%
Androgen receptor binding	+	0.7738	77.38%
Thyroid receptor binding	+	0.5823	58.23%
Glucocorticoid receptor binding	+	0.5586	55.86%
Aromatase binding	+	0.5932	59.32%
PPAR gamma	+	0.7782	77.82%
Honey bee toxicity	-	0.6439	64.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9256	92.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.85%	98.95%
CHEMBL236	P41143	Delta opioid receptor	99.64%	99.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.68%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.86%	96.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.74%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.37%	99.17%
CHEMBL4072	P07858	Cathepsin B	94.90%	93.67%
CHEMBL3401	O75469	Pregnane X receptor	94.43%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.57%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.21%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.38%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.19%	95.89%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	90.75%	98.33%
CHEMBL340	P08684	Cytochrome P450 3A4	90.72%	91.19%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.31%	90.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.26%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.19%	93.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.18%	95.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	85.79%	85.11%
CHEMBL226	P30542	Adenosine A1 receptor	85.17%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.54%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.33%	91.71%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	83.92%	92.29%
CHEMBL233	P35372	Mu opioid receptor	83.58%	97.93%
CHEMBL2535	P11166	Glucose transporter	82.96%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.71%	97.09%
CHEMBL255	P29275	Adenosine A2b receptor	81.42%	98.59%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.37%	93.10%
CHEMBL2514	O95665	Neurotensin receptor 2	81.13%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.05%	97.50%
CHEMBL5028	O14672	ADAM10	80.81%	97.50%
CHEMBL2568	P06737	Liver glycogen phosphorylase	80.38%	96.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.18%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14837897
• LOTUS: LTS0156441
• wikiData: Q105343677