[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-[[hydroxy(phosphonooxy)phosphoryl]oxymethyl]oxolan-3-yl] phosphono hydrogen phosphate

Details

• Internal ID: 104ce23a-cda8-420b-98aa-f37691b3f7cc
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleotides > Purine ribonucleotides > Purine ribonucleoside diphosphates
• IUPAC Name: [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-[[hydroxy(phosphonooxy)phosphoryl]oxymethyl]oxolan-3-yl] phosphono hydrogen phosphate
• InChI: InChI=1S/C10H17N5O17P4/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6(30-36(26,27)32-34(21,22)23)3(29-9)1-28-35(24,25)31-33(18,19)20/h2-3,5-6,9,16H,1H2,(H,24,25)(H,26,27)(H2,18,19,20)(H2,21,22,23)(H3,11,13,14,17)/t3-,5-,6-,9-/m1/s1
• InChI Key: BUFLLCUFNHESEH-UUOKFMHZSA-N
• Popularity: 84 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₇N₅O₁₇P₄
• Molecular Weight: 603.16 g/mol
• Exact Mass: 602.95699208 g/mol
• Topological Polar Surface Area (TPSA): 341.00 Ų
• XlogP: -7.70
• Atomic LogP (AlogP): -2.22
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5760	57.60%
Caco-2	-	0.8778	87.78%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4042	40.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9225	92.25%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5581	55.81%
P-glycoprotein inhibitior	+	0.5967	59.67%
P-glycoprotein substrate	-	0.6272	62.72%
CYP3A4 substrate	+	0.5897	58.97%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.9382	93.82%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9229	92.29%
CYP2D6 inhibition	-	0.8987	89.87%
CYP1A2 inhibition	-	0.8603	86.03%
CYP2C8 inhibition	-	0.7128	71.28%
CYP inhibitory promiscuity	-	0.9737	97.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5182	51.82%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9278	92.78%
Skin irritation	-	0.7660	76.60%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.5545	55.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.5746	57.46%
Micronuclear	+	0.9900	99.00%
Hepatotoxicity	+	0.6191	61.91%
skin sensitisation	-	0.8463	84.63%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.6797	67.97%
Acute Oral Toxicity (c)	III	0.6408	64.08%
Estrogen receptor binding	+	0.7164	71.64%
Androgen receptor binding	+	0.5898	58.98%
Thyroid receptor binding	+	0.5990	59.90%
Glucocorticoid receptor binding	-	0.5112	51.12%
Aromatase binding	+	0.7277	72.77%
PPAR gamma	+	0.6828	68.28%
Honey bee toxicity	-	0.7092	70.92%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	-	0.5166	51.66%

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	97.79%	96.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	97.12%	80.33%
CHEMBL4040	P28482	MAP kinase ERK2	96.97%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	94.23%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	91.19%	95.93%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.99%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.64%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.87%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.06%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.37%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.65%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 439450
• LOTUS: LTS0221814
• wikiData: Q27102490