[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-3,4,5-trihydroxy-2-(hydroxymethyl)oxan-2-yl] hydrogen phosphate

Details

• Internal ID: 90ca888d-9bc9-4bcd-829f-0f486bfbaf6f
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleotides > Purine ribonucleotides > Purine ribonucleoside diphosphates
• IUPAC Name: [[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5R)-3,4,5-trihydroxy-2-(hydroxymethyl)oxan-2-yl] hydrogen phosphate
• SMILES (Canonical): C1C(C(C(C(O1)(CO)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=NC4=C3N=C(NC4=O)N)O)O)O)O)O
• SMILES (Isomeric): C1[C@H]([C@H]([C@@H]([C@@](O1)(CO)OP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C3N=C(NC4=O)N)O)O)O)O)O
• InChI: InChI=1S/C16H25N5O16P2/c17-15-19-12-7(13(28)20-15)18-4-21(12)14-10(26)9(25)6(35-14)2-34-38(29,30)37-39(31,32)36-16(3-22)11(27)8(24)5(23)1-33-16/h4-6,8-11,14,22-27H,1-3H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/t5-,6-,8-,9-,10-,11+,14-,16-/m1/s1
• InChI Key: NZGNDDIZKFLDTC-BVWNRDTFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅N₅O₁₆P₂
• Molecular Weight: 605.30 g/mol
• Exact Mass: 605.07715372 g/mol
• Topological Polar Surface Area (TPSA): 327.00 Ų
• XlogP: -6.50
• Atomic LogP (AlogP): -4.63
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5146	51.46%
Caco-2	-	0.8872	88.72%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Nucleus	0.3001	30.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9017	90.17%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5134	51.34%
P-glycoprotein inhibitior	+	0.5957	59.57%
P-glycoprotein substrate	+	0.5808	58.08%
CYP3A4 substrate	+	0.6503	65.03%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8651	86.51%
CYP3A4 inhibition	-	0.8183	81.83%
CYP2C9 inhibition	-	0.8834	88.34%
CYP2C19 inhibition	-	0.8863	88.63%
CYP2D6 inhibition	-	0.8763	87.63%
CYP1A2 inhibition	-	0.7753	77.53%
CYP2C8 inhibition	-	0.6708	67.08%
CYP inhibitory promiscuity	-	0.9351	93.51%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4847	48.47%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9374	93.74%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9225	92.25%
Ames mutagenesis	-	0.6737	67.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4704	47.04%
Micronuclear	+	0.9900	99.00%
Hepatotoxicity	-	0.5634	56.34%
skin sensitisation	-	0.8360	83.60%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	-	0.6834	68.34%
Acute Oral Toxicity (c)	III	0.4700	47.00%
Estrogen receptor binding	+	0.7146	71.46%
Androgen receptor binding	+	0.6482	64.82%
Thyroid receptor binding	-	0.4944	49.44%
Glucocorticoid receptor binding	+	0.5842	58.42%
Aromatase binding	+	0.7399	73.99%
PPAR gamma	+	0.6916	69.16%
Honey bee toxicity	-	0.7530	75.30%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7432	74.32%

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	99.16%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.58%	83.82%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	95.61%	80.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.35%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	94.11%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.41%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	91.10%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.30%	97.09%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	90.12%	95.48%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.62%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.47%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.23%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.91%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.80%	86.33%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.94%	97.53%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.59%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.29%	89.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.23%	93.10%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.15%	97.25%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	84.15%	88.84%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.68%	93.04%
CHEMBL5957	P21589	5'-nucleotidase	83.36%	97.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.70%	85.14%
CHEMBL2581	P07339	Cathepsin D	82.65%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.93%	95.64%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.34%	95.83%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.10%	96.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.84%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163185537
• LOTUS: LTS0049933
• wikiData: Q105187896