[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl] hydrogen phosphate

Details

• Internal ID: 5d59c7b4-fbf8-4487-80f9-ba1c908a8780
• Taxonomy: Nucleosides, nucleotides, and analogues > (5->5)-dinucleotides
• IUPAC Name: [[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl] hydrogen phosphate
• SMILES (Canonical): C1=NC2=C(N1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OCC4C(C(C(O4)N5C=NC6=C5NC(=NC6=O)N)O)O)O)O)NC(=NC2=O)N
• SMILES (Isomeric): C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)N5C=NC6=C5NC(=NC6=O)N)O)O)O)O)NC(=NC2=O)N
• InChI: InChI=1S/C20H28N10O21P4/c21-19-25-13-7(15(35)27-19)23-3-29(13)17-11(33)9(31)5(47-17)1-45-52(37,38)49-54(41,42)51-55(43,44)50-53(39,40)46-2-6-10(32)12(34)18(48-6)30-4-24-8-14(30)26-20(22)28-16(8)36/h3-6,9-12,17-18,31-34H,1-2H2,(H,37,38)(H,39,40)(H,41,42)(H,43,44)(H3,21,25,27,35)(H3,22,26,28,36)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1
• InChI Key: OLGWXCQXRSSQPO-MHARETSRSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈N₁₀O₂₁P₄
• Molecular Weight: 868.40 g/mol
• Exact Mass: 868.03809593 g/mol
• Topological Polar Surface Area (TPSA): 465.00 Ų
• XlogP: -10.00
• Atomic LogP (AlogP): -3.86
• H-Bond Acceptor: 25
• H-Bond Donor: 12
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5308	53.08%
Caco-2	-	0.8571	85.71%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.3811	38.11%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.9344	93.44%
OATP1B3 inhibitior	+	0.9457	94.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7930	79.30%
P-glycoprotein inhibitior	+	0.7397	73.97%
P-glycoprotein substrate	-	0.7242	72.42%
CYP3A4 substrate	+	0.5411	54.11%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8727	87.27%
CYP3A4 inhibition	-	0.8120	81.20%
CYP2C9 inhibition	-	0.8994	89.94%
CYP2C19 inhibition	-	0.8914	89.14%
CYP2D6 inhibition	-	0.8866	88.66%
CYP1A2 inhibition	-	0.7948	79.48%
CYP2C8 inhibition	-	0.8023	80.23%
CYP inhibitory promiscuity	-	0.9390	93.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5147	51.47%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.8989	89.89%
Skin irritation	-	0.7637	76.37%
Skin corrosion	-	0.9255	92.55%
Ames mutagenesis	-	0.5945	59.45%
Human Ether-a-go-go-Related Gene inhibition	+	0.8135	81.35%
Micronuclear	+	0.9900	99.00%
Hepatotoxicity	+	0.6098	60.98%
skin sensitisation	-	0.8410	84.10%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.6325	63.25%
Acute Oral Toxicity (c)	III	0.4991	49.91%
Estrogen receptor binding	+	0.7390	73.90%
Androgen receptor binding	+	0.7583	75.83%
Thyroid receptor binding	+	0.5896	58.96%
Glucocorticoid receptor binding	+	0.6485	64.85%
Aromatase binding	+	0.6747	67.47%
PPAR gamma	+	0.7111	71.11%
Honey bee toxicity	-	0.7591	75.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.3659	36.59%

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	98.34%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.89%	96.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	96.84%	80.33%
CHEMBL226	P30542	Adenosine A1 receptor	95.93%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	93.97%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.96%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.92%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.59%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.10%	89.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.82%	91.11%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	85.81%	88.84%
CHEMBL1952	P04818	Thymidylate synthase	83.99%	93.53%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	82.83%	95.64%
CHEMBL5957	P21589	5'-nucleotidase	81.32%	97.78%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.71%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.43%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.03%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 165186
• LOTUS: LTS0016576
• wikiData: Q27098279