(2S,3R,4R,5S,6R)-2-[(2S)-4-[[9-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]amino]butan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: d3dfaaaf-0ac6-4915-8a3d-53a792c9b35f
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleosides
• IUPAC Name: (2S,3R,4R,5S,6R)-2-[(2S)-4-[[9-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]amino]butan-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCNC1=C2C(=NC=N1)N(C=N2)C3C(C(C(O3)CO)O)O)OC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): C[C@@H](CCNC1=C2C(=NC=N1)N(C=N2)[C@@H]3[C@@H]([C@H]([C@H](O3)CO)O)O)O[C@@H]4[C@@H]([C@@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C20H31N5O10/c1-8(33-20-16(32)14(30)12(28)10(5-27)35-20)2-3-21-17-11-18(23-6-22-17)25(7-24-11)19-15(31)13(29)9(4-26)34-19/h6-10,12-16,19-20,26-32H,2-5H2,1H3,(H,21,22,23)/t8-,9+,10+,12+,13-,14+,15+,16+,19-,20-/m0/s1
• InChI Key: NAODYPMFJILTIP-WRIWZNEVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₁N₅O₁₀
• Molecular Weight: 501.50 g/mol
• Exact Mass: 501.20709220 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -3.56
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8133	81.33%
Caco-2	-	0.8817	88.17%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Lysosomes	0.4187	41.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9191	91.91%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7923	79.23%
BSEP inhibitior	-	0.9220	92.20%
P-glycoprotein inhibitior	-	0.6209	62.09%
P-glycoprotein substrate	-	0.5651	56.51%
CYP3A4 substrate	+	0.5702	57.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.7452	74.52%
CYP2C9 inhibition	-	0.7914	79.14%
CYP2C19 inhibition	-	0.7843	78.43%
CYP2D6 inhibition	-	0.8324	83.24%
CYP1A2 inhibition	-	0.8712	87.12%
CYP2C8 inhibition	-	0.7871	78.71%
CYP inhibitory promiscuity	-	0.5860	58.60%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6592	65.92%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9552	95.52%
Skin irritation	-	0.7670	76.70%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4359	43.59%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	-	0.6809	68.09%
skin sensitisation	-	0.8807	88.07%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8739	87.39%
Acute Oral Toxicity (c)	III	0.6296	62.96%
Estrogen receptor binding	+	0.7579	75.79%
Androgen receptor binding	+	0.6538	65.38%
Thyroid receptor binding	+	0.6478	64.78%
Glucocorticoid receptor binding	-	0.4773	47.73%
Aromatase binding	+	0.6468	64.68%
PPAR gamma	+	0.5652	56.52%
Honey bee toxicity	-	0.8565	85.65%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	-	0.5719	57.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.79%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.20%	95.93%
CHEMBL3589	P55263	Adenosine kinase	95.64%	98.05%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	91.94%	80.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.22%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.40%	94.73%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	89.19%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.65%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.59%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.62%	93.10%
CHEMBL3038469	P24941	CDK2/Cyclin A	87.34%	91.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.25%	94.00%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	85.48%	96.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.78%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.85%	96.90%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.88%	98.05%
CHEMBL2535	P11166	Glucose transporter	81.45%	98.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.44%	89.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.15%	99.23%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.41%	95.64%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.07%	100.00%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 163067558
• LOTUS: LTS0223759
• wikiData: Q105176434