9-[(1R,2S,3R,4S)-2,3-dihydroxy-4-methylcyclopentyl]-3H-purin-6-one

Details

• Internal ID: 932eb52d-a9ee-4262-b1d3-c7add93cc3fa
• Taxonomy: Nucleosides, nucleotides, and analogues > Nucleoside and nucleotide analogues
• IUPAC Name: 9-[(1R,2S,3R,4S)-2,3-dihydroxy-4-methylcyclopentyl]-3H-purin-6-one
• SMILES (Canonical): CC1CC(C(C1O)O)N2C=NC3=C2NC=NC3=O
• SMILES (Isomeric): C[C@H]1C[C@H]([C@@H]([C@@H]1O)O)N2C=NC3=C2NC=NC3=O
• InChI: InChI=1S/C11H14N4O3/c1-5-2-6(9(17)8(5)16)15-4-14-7-10(15)12-3-13-11(7)18/h3-6,8-9,16-17H,2H2,1H3,(H,12,13,18)/t5-,6+,8+,9-/m0/s1
• InChI Key: UZEOAVRGNBAIJW-LWIVVEGESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄N₄O₃
• Molecular Weight: 250.25 g/mol
• Exact Mass: 250.10659032 g/mol
• Topological Polar Surface Area (TPSA): 99.70 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.58
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9657	96.57%
Caco-2	-	0.8393	83.93%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6537	65.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9561	95.61%
OATP1B3 inhibitior	+	0.9461	94.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9067	90.67%
BSEP inhibitior	-	0.8882	88.82%
P-glycoprotein inhibitior	-	0.9464	94.64%
P-glycoprotein substrate	-	0.7006	70.06%
CYP3A4 substrate	-	0.5195	51.95%
CYP2C9 substrate	-	0.7740	77.40%
CYP2D6 substrate	-	0.8701	87.01%
CYP3A4 inhibition	-	0.9535	95.35%
CYP2C9 inhibition	-	0.8442	84.42%
CYP2C19 inhibition	-	0.8359	83.59%
CYP2D6 inhibition	-	0.9034	90.34%
CYP1A2 inhibition	-	0.8579	85.79%
CYP2C8 inhibition	-	0.9281	92.81%
CYP inhibitory promiscuity	-	0.8373	83.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6751	67.51%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9794	97.94%
Skin irritation	-	0.7948	79.48%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7872	78.72%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.6928	69.28%
skin sensitisation	-	0.8923	89.23%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7971	79.71%
Acute Oral Toxicity (c)	III	0.4996	49.96%
Estrogen receptor binding	-	0.5863	58.63%
Androgen receptor binding	+	0.5350	53.50%
Thyroid receptor binding	+	0.5600	56.00%
Glucocorticoid receptor binding	-	0.6204	62.04%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	-	0.6489	64.89%
Honey bee toxicity	-	0.8813	88.13%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	97.80%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.03%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.52%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.01%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.71%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.22%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.70%	94.00%
CHEMBL2535	P11166	Glucose transporter	83.48%	98.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.99%	97.25%
CHEMBL4208	P20618	Proteasome component C5	81.54%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.74%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	80.66%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.28%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.23%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3062772
• LOTUS: LTS0008695
• wikiData: Q83128038