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

Details

• Internal ID: 6d172c42-3a8e-4252-ac8d-604f52fae3fc
• Taxonomy: Organoheterocyclic compounds > Imidazopyrimidines
• IUPAC Name: [(2R,3R,4S,5R)-3,4-dihydroxy-5-[(4R,5S)-6-(3-methylbut-2-enylimino)-4,5-dihydro-1H-purin-9-yl]oxolan-2-yl] dihydrogen phosphate
• InChI: InChI=1S/C14H22N5O7P/c1-7(2)3-4-15-11-8-12(17-5-16-11)19(6-18-8)13-9(20)10(21)14(25-13)26-27(22,23)24/h3,5-6,8-10,12-14,20-21H,4H2,1-2H3,(H,15,16,17)(H2,22,23,24)/t8-,9+,10-,12-,13-,14-/m1/s1
• InChI Key: BTVDENVTOLEBMU-IJKURQBASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂N₅O₇P
• Molecular Weight: 403.33 g/mol
• Exact Mass: 403.12568506 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: -2.70
• Atomic LogP (AlogP): -1.47
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6396	63.96%
Caco-2	-	0.8594	85.94%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.3982	39.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9148	91.48%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9434	94.34%
P-glycoprotein inhibitior	-	0.7470	74.70%
P-glycoprotein substrate	-	0.6600	66.00%
CYP3A4 substrate	+	0.6197	61.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8565	85.65%
CYP3A4 inhibition	-	0.9474	94.74%
CYP2C9 inhibition	-	0.7926	79.26%
CYP2C19 inhibition	-	0.7406	74.06%
CYP2D6 inhibition	-	0.8395	83.95%
CYP1A2 inhibition	-	0.7213	72.13%
CYP2C8 inhibition	-	0.6666	66.66%
CYP inhibitory promiscuity	-	0.8651	86.51%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6014	60.14%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.9869	98.69%
Skin irritation	-	0.7476	74.76%
Skin corrosion	-	0.9142	91.42%
Ames mutagenesis	-	0.5678	56.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5403	54.03%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.8155	81.55%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5818	58.18%
Acute Oral Toxicity (c)	III	0.5526	55.26%
Estrogen receptor binding	+	0.6244	62.44%
Androgen receptor binding	+	0.5618	56.18%
Thyroid receptor binding	+	0.6211	62.11%
Glucocorticoid receptor binding	+	0.5423	54.23%
Aromatase binding	+	0.6499	64.99%
PPAR gamma	+	0.5436	54.36%
Honey bee toxicity	-	0.7554	75.54%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5655	56.55%
Fish aquatic toxicity	+	0.8811	88.11%

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	97.55%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	93.39%	94.73%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.30%	93.10%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.51%	83.57%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.09%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.33%	89.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.35%	94.00%
CHEMBL230	P35354	Cyclooxygenase-2	82.48%	89.63%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.42%	99.17%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.91%	80.33%
CHEMBL255	P29275	Adenosine A2b receptor	80.58%	98.59%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 162903498
• LOTUS: LTS0147001
• wikiData: Q104945878