beta-D-Ribofuranosyladenin

Details

• Internal ID: 2b44a9c8-e624-414b-879a-a190c7cea881
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > C-glycosyl compounds
• IUPAC Name: (2S,3R,4S,5R)-2-(6-amino-7H-purin-2-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• SMILES (Canonical): C1=NC2=NC(=NC(=C2N1)N)C3C(C(C(O3)CO)O)O
• SMILES (Isomeric): C1=NC2=NC(=NC(=C2N1)N)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O
• InChI: InChI=1S/C10H13N5O4/c11-8-4-9(13-2-12-4)15-10(14-8)7-6(18)5(17)3(1-16)19-7/h2-3,5-7,16-18H,1H2,(H3,11,12,13,14,15)/t3-,5-,6-,7-/m1/s1
• InChI Key: WIBJXLDWHFLFBG-SHUUEZRQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₃N₅O₄
• Molecular Weight: 267.24 g/mol
• Exact Mass: 267.09675391 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.91
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

• SCHEMBL2636631

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7618	76.18%
Caco-2	-	0.9121	91.21%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Nucleus	0.4311	43.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9104	91.04%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9385	93.85%
P-glycoprotein inhibitior	-	0.9306	93.06%
P-glycoprotein substrate	-	0.8497	84.97%
CYP3A4 substrate	-	0.5452	54.52%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8485	84.85%
CYP3A4 inhibition	-	0.9507	95.07%
CYP2C9 inhibition	-	0.9434	94.34%
CYP2C19 inhibition	-	0.9189	91.89%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.8814	88.14%
CYP2C8 inhibition	-	0.7476	74.76%
CYP inhibitory promiscuity	-	0.9438	94.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6346	63.46%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8797	87.97%
Skin irritation	-	0.7798	77.98%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.6660	66.60%
Human Ether-a-go-go-Related Gene inhibition	-	0.5343	53.43%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5696	56.96%
skin sensitisation	-	0.8563	85.63%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8153	81.53%
Acute Oral Toxicity (c)	III	0.6702	67.02%
Estrogen receptor binding	-	0.5320	53.20%
Androgen receptor binding	+	0.6151	61.51%
Thyroid receptor binding	+	0.5434	54.34%
Glucocorticoid receptor binding	-	0.5181	51.81%
Aromatase binding	+	0.7678	76.78%
PPAR gamma	+	0.6537	65.37%
Honey bee toxicity	-	0.8979	89.79%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.9417	94.17%

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	95.64%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.37%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.16%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.07%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	88.78%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.81%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.20%	99.17%
CHEMBL3589	P55263	Adenosine kinase	80.36%	98.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.21%	99.23%

Plants that contains it

• Amaranthus spinosus

Cross-Links

• PubChem: 21829484
• LOTUS: LTS0009643
• wikiData: Q104399529