2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]purine-6,8-dione

Details

• Internal ID: 0ef5e703-00a4-42dc-ac7f-4b99748712d0
• Taxonomy: Organoheterocyclic compounds > Imidazopyrimidines > Purines and purine derivatives > Purinones
• IUPAC Name: 2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]purine-6,8-dione
• InChI: InChI=1S/C10H11N5O5/c11-9-13-7-6(8(18)14-9)12-10(19)15(7)5-1-3(17)4(2-16)20-5/h3-5,16-17H,1-2H2,(H2,11,14,18)/t3-,4+,5+/m0/s1
• InChI Key: PFIBGRFZPKHKSC-VPENINKCSA-N
• Popularity: 607 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₁N₅O₅
• Molecular Weight: 281.23 g/mol
• Exact Mass: 281.07601847 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.42
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• PFIBGRFZPKHKSC-VPENINKCSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9546	95.46%
Caco-2	-	0.8898	88.98%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Nucleus	0.4500	45.00%
OATP2B1 inhibitior	-	0.8627	86.27%
OATP1B1 inhibitior	+	0.9357	93.57%
OATP1B3 inhibitior	+	0.9438	94.38%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9371	93.71%
P-glycoprotein inhibitior	-	0.9224	92.24%
P-glycoprotein substrate	-	0.8813	88.13%
CYP3A4 substrate	+	0.5126	51.26%
CYP2C9 substrate	-	0.6015	60.15%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	-	0.9868	98.68%
CYP2C9 inhibition	-	0.9361	93.61%
CYP2C19 inhibition	-	0.9366	93.66%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.7694	76.94%
CYP2C8 inhibition	-	0.9043	90.43%
CYP inhibitory promiscuity	-	0.9969	99.69%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6055	60.55%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9337	93.37%
Skin irritation	-	0.7468	74.68%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	-	0.6999	69.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.7484	74.84%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5926	59.26%
skin sensitisation	-	0.8396	83.96%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6651	66.51%
Acute Oral Toxicity (c)	III	0.5507	55.07%
Estrogen receptor binding	+	0.5958	59.58%
Androgen receptor binding	-	0.5653	56.53%
Thyroid receptor binding	+	0.5525	55.25%
Glucocorticoid receptor binding	+	0.6779	67.79%
Aromatase binding	+	0.6704	67.04%
PPAR gamma	+	0.6891	68.91%
Honey bee toxicity	-	0.7998	79.98%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.8941	89.41%

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	95.92%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.46%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.44%	85.14%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	89.28%	98.46%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.95%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.62%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.86%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.46%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.95%	86.92%
CHEMBL2581	P07339	Cathepsin D	81.29%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.13%	86.33%
CHEMBL3384	Q16512	Protein kinase N1	80.26%	80.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15276822
• LOTUS: LTS0178273
• wikiData: Q105207750