alpha-Ribazole 5'-phosphate

Details

• Internal ID: a9839467-d9d1-4fd9-a190-e32829359758
• Taxonomy: Nucleosides, nucleotides, and analogues > Benzimidazole ribonucleosides and ribonucleotides
• IUPAC Name: [(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• InChI: InChI=1S/C14H19N2O7P/c1-7-3-9-10(4-8(7)2)16(6-15-9)14-13(18)12(17)11(23-14)5-22-24(19,20)21/h3-4,6,11-14,17-18H,5H2,1-2H3,(H2,19,20,21)/t11-,12-,13-,14+/m1/s1
• InChI Key: ZMRGXEJKZPRBPJ-SYQHCUMBSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉N₂O₇P
• Molecular Weight: 358.28 g/mol
• Exact Mass: 358.09298795 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 975-91-7
• ALPHA-RIBAZOLE-5'-PHOSPHATE
• TT4G266KJN
• N(1)-(5-Phosphoribosyl)-5,6-dimethylbenzimidazole
• n1-(5-phospho-alpha-d-ribosyl)-5,6-dimethylbenzimidazole
• CHEBI:16837
• DTXSID10243007
• [(2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• ((2R,3S,4R,5S)-5-(5,6-dimethylbenzimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl)methyl dihydrogen phosphate
• RefChem:555933
• DTXCID70165498
• alpha-ribazole-5'-P
• UNII-TT4G266KJN
• 5,6-dimethyl-1-(5-O-phosphono-alpha-D-ribofuranosyl)-1H-benzimidazole
• {[(2R,3S,4R,5S)-5-(5,6-dimethyl-1H-1,3-benzodiazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• N1-(5-Phospho-a-D-ribosyl)-5,6-dimethylbenzimidazole
• Benzimidazole, 5,6-dimethyl-1-alpha-D-ribofuranosyl-, 5'-phosphate
• alpha-ribazole-5'-PO4
• Methylcobalamin Impurity 10
• SCHEMBL1533890
• SCHEMBL29598512
• DB02030
• NS00070104
• C04778
• Q27102105
• 5,6-Dimethyl-1-alpha-D-ribofuranosylbenzimidazole 5'-phosphate
• N1-(5-Phospho-alpha-delta-ribosyl)-5,6-dimethylbenzimidazole
• 1H-Benzimidazole, 5,6-dimethyl-1-(5-O-phosphono-alpha-D-ribofuranosyl)-
• 5,6-Dimethyl-1-(5-O-phosphono-alpha-D-ribofuranosyl)-1H-1,3-benzimidazole
• ((2R,3S,4R,5S)-5-(5,6-dimethyl-1H-benzo[d]imidazol-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6352	63.52%
Caco-2	-	0.7746	77.46%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5874	58.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9438	94.38%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7338	73.38%
P-glycoprotein inhibitior	-	0.8363	83.63%
P-glycoprotein substrate	-	0.8849	88.49%
CYP3A4 substrate	+	0.5402	54.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8554	85.54%
CYP3A4 inhibition	-	0.9068	90.68%
CYP2C9 inhibition	-	0.8668	86.68%
CYP2C19 inhibition	-	0.8390	83.90%
CYP2D6 inhibition	-	0.8579	85.79%
CYP1A2 inhibition	-	0.7581	75.81%
CYP2C8 inhibition	-	0.7898	78.98%
CYP inhibitory promiscuity	-	0.8936	89.36%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5464	54.64%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9731	97.31%
Skin irritation	-	0.7732	77.32%
Skin corrosion	-	0.9282	92.82%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5938	59.38%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.5330	53.30%
skin sensitisation	-	0.8558	85.58%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9047	90.47%
Acute Oral Toxicity (c)	III	0.5098	50.98%
Estrogen receptor binding	+	0.5910	59.10%
Androgen receptor binding	-	0.5468	54.68%
Thyroid receptor binding	+	0.6395	63.95%
Glucocorticoid receptor binding	-	0.4756	47.56%
Aromatase binding	+	0.6649	66.49%
PPAR gamma	-	0.5063	50.63%
Honey bee toxicity	-	0.8770	87.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.6526	65.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	97.50%	80.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.04%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	96.58%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.16%	89.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.69%	93.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.47%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.45%	94.00%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	88.22%	96.47%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.17%	95.89%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.72%	93.65%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.89%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.38%	95.56%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.87%	87.67%
CHEMBL2581	P07339	Cathepsin D	82.05%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.06%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 444941
• LOTUS: LTS0148768
• wikiData: Q27102105