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

Details

• Internal ID: 89bbae0f-4747-43d1-aab7-db5a4ad6e6a1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2R)-2-[[(2S,3S,4R)-2-amino-4-hydroxy-4-(5-hydroxypyridin-2-yl)-3-methylbutanoyl]amino]-2-[(2S,3S,4R,5R)-5-(2,4-dioxo-1H-pyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]acetic acid
• SMILES (Canonical): CC(C(C1=NC=C(C=C1)O)O)C(C(=O)NC(C2C(C(C(O2)C3=CNC(=O)NC3=O)O)O)C(=O)O)N
• SMILES (Isomeric): C[C@H]([C@H](C1=NC=C(C=C1)O)O)[C@@H](C(=O)N[C@H]([C@H]2[C@H]([C@H]([C@H](O2)C3=CNC(=O)NC3=O)O)O)C(=O)O)N
• InChI: InChI=1S/C20H25N5O10/c1-6(12(27)9-3-2-7(26)4-22-9)10(21)18(31)24-11(19(32)33)16-14(29)13(28)15(35-16)8-5-23-20(34)25-17(8)30/h2-6,10-16,26-29H,21H2,1H3,(H,24,31)(H,32,33)(H2,23,25,30,34)/t6-,10-,11+,12+,13+,14-,15+,16-/m0/s1
• InChI Key: NVRDDWVSOKPQFQ-CURYJTESSA-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): 254.00 Ų
• XlogP: -6.10
• Atomic LogP (AlogP): -3.41
• H-Bond Acceptor: 11
• H-Bond Donor: 9
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6864	68.64%
Caco-2	-	0.8983	89.83%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5504	55.04%
OATP2B1 inhibitior	-	0.7113	71.13%
OATP1B1 inhibitior	+	0.8805	88.05%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8627	86.27%
P-glycoprotein inhibitior	-	0.5615	56.15%
P-glycoprotein substrate	+	0.5880	58.80%
CYP3A4 substrate	+	0.6469	64.69%
CYP2C9 substrate	-	0.8034	80.34%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	-	0.6826	68.26%
CYP2C9 inhibition	-	0.8983	89.83%
CYP2C19 inhibition	-	0.8084	80.84%
CYP2D6 inhibition	-	0.8805	88.05%
CYP1A2 inhibition	-	0.5918	59.18%
CYP2C8 inhibition	+	0.5730	57.30%
CYP inhibitory promiscuity	-	0.9212	92.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8611	86.11%
Carcinogenicity (trinary)	Non-required	0.6661	66.61%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9410	94.10%
Skin irritation	-	0.8396	83.96%
Skin corrosion	-	0.9522	95.22%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5842	58.42%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8980	89.80%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6279	62.79%
Acute Oral Toxicity (c)	III	0.6208	62.08%
Estrogen receptor binding	+	0.5639	56.39%
Androgen receptor binding	+	0.5407	54.07%
Thyroid receptor binding	-	0.5230	52.30%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	-	0.5493	54.93%
PPAR gamma	+	0.5679	56.79%
Honey bee toxicity	-	0.8245	82.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.5494	54.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.94%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.26%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.80%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.54%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.11%	94.45%
CHEMBL2535	P11166	Glucose transporter	94.23%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.82%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.20%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	90.82%	94.73%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	90.54%	83.10%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.98%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.61%	99.15%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	88.57%	92.29%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.92%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.78%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.64%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.43%	90.71%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.42%	91.38%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.87%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.80%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.68%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.90%	93.10%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588951
• LOTUS: LTS0153031
• wikiData: Q105186377