[(2R,3R,4S,5S)-3,4-dihydroxy-5-[(4S,5R)-6-[(Z)-4-hydroxy-3-methylbut-2-enyl]imino-4,5-dihydro-1H-purin-9-yl]oxolan-2-yl] dihydrogen phosphate

Details

• Internal ID: 16732985-d3c7-43e5-bd18-59d1dc2bfdc6
• Taxonomy: Organoheterocyclic compounds > Imidazopyrimidines
• IUPAC Name: [(2R,3R,4S,5S)-3,4-dihydroxy-5-[(4S,5R)-6-[(Z)-4-hydroxy-3-methylbut-2-enyl]imino-4,5-dihydro-1H-purin-9-yl]oxolan-2-yl] dihydrogen phosphate
• InChI: InChI=1S/C14H22N5O8P/c1-7(4-20)2-3-15-11-8-12(17-5-16-11)19(6-18-8)13-9(21)10(22)14(26-13)27-28(23,24)25/h2,5-6,8-10,12-14,20-22H,3-4H2,1H3,(H,15,16,17)(H2,23,24,25)/b7-2-/t8-,9-,10+,12-,13-,14+/m0/s1
• InChI Key: SMUYXUGQUUKRGB-FGPATKDCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂N₅O₈P
• Molecular Weight: 419.33 g/mol
• Exact Mass: 419.12059967 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): -2.49
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6384	63.84%
Caco-2	-	0.8793	87.93%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.3204	32.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8450	84.50%
P-glycoprotein inhibitior	-	0.7441	74.41%
P-glycoprotein substrate	-	0.5804	58.04%
CYP3A4 substrate	+	0.6439	64.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8569	85.69%
CYP3A4 inhibition	-	0.9392	93.92%
CYP2C9 inhibition	-	0.8022	80.22%
CYP2C19 inhibition	-	0.7681	76.81%
CYP2D6 inhibition	-	0.8475	84.75%
CYP1A2 inhibition	-	0.7272	72.72%
CYP2C8 inhibition	-	0.6200	62.00%
CYP inhibitory promiscuity	-	0.9034	90.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5919	59.19%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.9853	98.53%
Skin irritation	-	0.7416	74.16%
Skin corrosion	-	0.9120	91.20%
Ames mutagenesis	-	0.5478	54.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5562	55.62%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.5182	51.82%
skin sensitisation	-	0.8099	80.99%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.5736	57.36%
Acute Oral Toxicity (c)	III	0.5351	53.51%
Estrogen receptor binding	-	0.4896	48.96%
Androgen receptor binding	+	0.5976	59.76%
Thyroid receptor binding	+	0.5171	51.71%
Glucocorticoid receptor binding	-	0.4705	47.05%
Aromatase binding	+	0.6643	66.43%
PPAR gamma	-	0.5146	51.46%
Honey bee toxicity	-	0.7492	74.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9008	90.08%

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	98.02%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.34%	94.73%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.40%	93.10%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.83%	89.34%
CHEMBL230	P35354	Cyclooxygenase-2	88.06%	89.63%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	84.11%	97.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.71%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.53%	94.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	81.80%	80.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.96%	99.17%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.72%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.49%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.05%	95.56%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 163041558
• LOTUS: LTS0215860
• wikiData: Q105256184