4-[[5-amino-1-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazole-4-carbonyl]amino]-4-oxobutanoic acid

Details

• Internal ID: 5ecd2712-5096-44e1-a977-947db1c47829
• Taxonomy: Nucleosides, nucleotides, and analogues > Imidazole ribonucleosides and ribonucleotides > 1-ribosyl-imidazolecarboxamides
• IUPAC Name: 4-[[5-amino-1-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazole-4-carbonyl]amino]-4-oxobutanoic acid
• InChI: InChI=1S/C13H18N4O8/c14-11-8(12(24)16-6(19)1-2-7(20)21)15-4-17(11)13-10(23)9(22)5(3-18)25-13/h4-5,9-10,13,18,22-23H,1-3,14H2,(H,20,21)(H,16,19,24)/t5-,9-,10+,13+/m1/s1
• InChI Key: RRAGIIYQJOGSFI-BBTRXROASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₈N₄O₈
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.11246355 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -2.80
• 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	-	0.5050	50.50%
Caco-2	-	0.9507	95.07%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Nucleus	0.5920	59.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9085	90.85%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8811	88.11%
BSEP inhibitior	-	0.9471	94.71%
P-glycoprotein inhibitior	-	0.9071	90.71%
P-glycoprotein substrate	-	0.7753	77.53%
CYP3A4 substrate	-	0.5070	50.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.7961	79.61%
CYP2C9 inhibition	-	0.9196	91.96%
CYP2C19 inhibition	-	0.8956	89.56%
CYP2D6 inhibition	-	0.9168	91.68%
CYP1A2 inhibition	-	0.9210	92.10%
CYP2C8 inhibition	-	0.8872	88.72%
CYP inhibitory promiscuity	-	0.9831	98.31%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6016	60.16%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9883	98.83%
Skin irritation	-	0.7706	77.06%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.7207	72.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.4726	47.26%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.5637	56.37%
skin sensitisation	-	0.8566	85.66%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8057	80.57%
Acute Oral Toxicity (c)	III	0.7259	72.59%
Estrogen receptor binding	-	0.6601	66.01%
Androgen receptor binding	-	0.7307	73.07%
Thyroid receptor binding	-	0.5388	53.88%
Glucocorticoid receptor binding	+	0.5451	54.51%
Aromatase binding	+	0.5652	56.52%
PPAR gamma	+	0.7077	70.77%
Honey bee toxicity	-	0.8725	87.25%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.9126	91.26%

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	98.33%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.91%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.21%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	87.47%	94.73%
CHEMBL221	P23219	Cyclooxygenase-1	86.09%	90.17%
CHEMBL1781	P11387	DNA topoisomerase I	83.90%	97.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.78%	96.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.52%	80.33%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	80.47%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162947144
• LOTUS: LTS0169804
• wikiData: Q105243894