[(2R,3R,4R,5S)-3,4-dihydroxy-5-[6-[[(3S)-4-hydroxy-3-methylbutyl]amino]purin-9-yl]oxolan-2-yl]methyl dihydrogen phosphate

Details

• Internal ID: 24c1f7f6-e768-4b4a-b973-7c1895cf764e
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleotides > Purine ribonucleotides > Purine ribonucleoside monophosphates
• IUPAC Name: [(2R,3R,4R,5S)-3,4-dihydroxy-5-[6-[[(3S)-4-hydroxy-3-methylbutyl]amino]purin-9-yl]oxolan-2-yl]methyl dihydrogen phosphate
• SMILES (Canonical): CC(CCNC1=C2C(=NC=N1)N(C=N2)C3C(C(C(O3)COP(=O)(O)O)O)O)CO
• SMILES (Isomeric): C[C@@H](CCNC1=C2C(=NC=N1)N(C=N2)[C@@H]3[C@@H]([C@H]([C@H](O3)COP(=O)(O)O)O)O)CO
• InChI: InChI=1S/C15H24N5O8P/c1-8(4-21)2-3-16-13-10-14(18-6-17-13)20(7-19-10)15-12(23)11(22)9(28-15)5-27-29(24,25)26/h6-9,11-12,15,21-23H,2-5H2,1H3,(H,16,17,18)(H2,24,25,26)/t8-,9+,11-,12+,15-/m0/s1
• InChI Key: PHZVBJISZSHIRV-PXDPMPQASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄N₅O₈P
• Molecular Weight: 433.35 g/mol
• Exact Mass: 433.13624974 g/mol
• Topological Polar Surface Area (TPSA): 192.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -1.01
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8886	88.86%
Caco-2	-	0.8809	88.09%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.3372	33.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9279	92.79%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.7923	79.23%
BSEP inhibitior	-	0.9346	93.46%
P-glycoprotein inhibitior	-	0.7431	74.31%
P-glycoprotein substrate	-	0.5749	57.49%
CYP3A4 substrate	+	0.6008	60.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8439	84.39%
CYP3A4 inhibition	-	0.8993	89.93%
CYP2C9 inhibition	-	0.8643	86.43%
CYP2C19 inhibition	-	0.8593	85.93%
CYP2D6 inhibition	-	0.8130	81.30%
CYP1A2 inhibition	-	0.7808	78.08%
CYP2C8 inhibition	-	0.8142	81.42%
CYP inhibitory promiscuity	-	0.9018	90.18%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5697	56.97%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9690	96.90%
Skin irritation	-	0.7545	75.45%
Skin corrosion	-	0.9207	92.07%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	-	0.6736	67.36%
skin sensitisation	-	0.8454	84.54%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8830	88.30%
Acute Oral Toxicity (c)	III	0.5538	55.38%
Estrogen receptor binding	+	0.6422	64.22%
Androgen receptor binding	+	0.5743	57.43%
Thyroid receptor binding	+	0.5504	55.04%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.7498	74.98%
PPAR gamma	-	0.5997	59.97%
Honey bee toxicity	-	0.8053	80.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	-	0.3832	38.32%

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	98.99%	96.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	96.77%	80.33%
CHEMBL3401	O75469	Pregnane X receptor	95.48%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	92.92%	95.93%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.50%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.05%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	89.06%	89.34%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.06%	96.90%
CHEMBL2581	P07339	Cathepsin D	88.04%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.86%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.35%	96.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.70%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.16%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.80%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.23%	97.25%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.31%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	84.08%	97.29%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.20%	89.00%
CHEMBL3979	Q03181	Peroxisome proliferator-activated receptor delta	81.31%	93.95%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.74%	89.67%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 163010460
• LOTUS: LTS0046714
• wikiData: Q105209355