(2S)-2-[[(2S,3S,4R)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino]-2-[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid

Details

• Internal ID: e943caa8-d478-4610-bf72-b6a0ab1ece6d
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Dipeptides
• IUPAC Name: (2S)-2-[[(2S,3S,4R)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino]-2-[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid
• InChI: InChI=1S/C20H25N5O10/c1-7(13(28)9-3-2-8(26)6-22-9)11(21)17(31)24-12(19(32)33)16-14(29)15(30)18(35-16)25-5-4-10(27)23-20(25)34/h2-7,11-16,18,26,28-30H,21H2,1H3,(H,24,31)(H,32,33)(H,23,27,34)/t7-,11-,12-,13+,14-,15+,16+,18+/m0/s1
• InChI Key: WWJFFVUVFNBJTN-OOUZXJNLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₅N₅O₁₀
• Molecular Weight: 495.40 g/mol
• Exact Mass: 495.16014201 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -5.60
• Atomic LogP (AlogP): -3.48
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6779	67.79%
Caco-2	-	0.8761	87.61%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4724	47.24%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.9008	90.08%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8530	85.30%
P-glycoprotein inhibitior	-	0.5502	55.02%
P-glycoprotein substrate	+	0.5656	56.56%
CYP3A4 substrate	+	0.6379	63.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.7643	76.43%
CYP2C9 inhibition	-	0.8933	89.33%
CYP2C19 inhibition	-	0.8468	84.68%
CYP2D6 inhibition	-	0.8336	83.36%
CYP1A2 inhibition	-	0.8667	86.67%
CYP2C8 inhibition	+	0.5083	50.83%
CYP inhibitory promiscuity	-	0.9518	95.18%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5652	56.52%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9484	94.84%
Skin irritation	-	0.8055	80.55%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.6278	62.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.6052	60.52%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.6835	68.35%
skin sensitisation	-	0.9033	90.33%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6034	60.34%
Acute Oral Toxicity (c)	III	0.6750	67.50%
Estrogen receptor binding	+	0.5651	56.51%
Androgen receptor binding	+	0.6426	64.26%
Thyroid receptor binding	-	0.5698	56.98%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5577	55.77%
PPAR gamma	+	0.5293	52.93%
Honey bee toxicity	-	0.8371	83.71%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.6455	64.55%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	39.8 nM	Potency	via Super-PRED
CHEMBL1293232	Q16637	Survival motor neuron protein	707.9 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.66%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.49%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.09%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	96.00%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.00%	94.45%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	93.80%	93.10%
CHEMBL220	P22303	Acetylcholinesterase	92.04%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.47%	90.71%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	90.84%	92.29%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.95%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.88%	99.17%
CHEMBL2535	P11166	Glucose transporter	87.86%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.89%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.53%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.02%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.83%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.30%	99.15%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.53%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.72%	95.89%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	80.75%	100.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.62%	95.56%
CHEMBL2424504	P29375	Lysine-specific demethylase 5A	80.53%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71774995
• LOTUS: LTS0094021
• wikiData: Q105314075