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

Details

• Internal ID: 2a914756-e05b-4f26-a5b9-540584f36a61
• Taxonomy: Nucleosides, nucleotides, and analogues > Imidazole ribonucleosides and ribonucleotides > 1-ribosyl-imidazolecarboxamides
• IUPAC Name: 5-amino-1-[(2S,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazole-4-carboxamide
• SMILES (Canonical): C1=NC(=C(N1C2C(C(C(O2)CO)O)O)N)C(=O)N
• SMILES (Isomeric): C1=NC(=C(N1[C@@H]2[C@H]([C@@H]([C@H](O2)CO)O)O)N)C(=O)N
• InChI: InChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6+,9+/m1/s1
• InChI Key: RTRQQBHATOEIAF-ICKFSKTQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₄N₄O₅
• Molecular Weight: 258.23 g/mol
• Exact Mass: 258.09641956 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.82
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4887	48.87%
Caco-2	-	0.9400	94.00%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.9429	94.29%
Subcellular localzation	Nucleus	0.4469	44.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9434	94.34%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9416	94.16%
P-glycoprotein inhibitior	-	0.9287	92.87%
P-glycoprotein substrate	-	0.9040	90.40%
CYP3A4 substrate	-	0.6106	61.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	-	0.9582	95.82%
CYP2C9 inhibition	-	0.9418	94.18%
CYP2C19 inhibition	-	0.9265	92.65%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	-	0.9295	92.95%
CYP2C8 inhibition	-	0.9582	95.82%
CYP inhibitory promiscuity	-	0.9793	97.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5374	53.74%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9560	95.60%
Skin irritation	-	0.7429	74.29%
Skin corrosion	-	0.9373	93.73%
Ames mutagenesis	-	0.7898	78.98%
Human Ether-a-go-go-Related Gene inhibition	-	0.5827	58.27%
Micronuclear	+	1.0000	100.00%
Hepatotoxicity	+	0.7154	71.54%
skin sensitisation	-	0.8191	81.91%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7303	73.03%
Acute Oral Toxicity (c)	III	0.8153	81.53%
Estrogen receptor binding	-	0.7310	73.10%
Androgen receptor binding	-	0.7428	74.28%
Thyroid receptor binding	-	0.5474	54.74%
Glucocorticoid receptor binding	-	0.7448	74.48%
Aromatase binding	+	0.8000	80.00%
PPAR gamma	+	0.8200	82.00%
Honey bee toxicity	-	0.9079	90.79%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.9291	92.91%

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	98.55%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.74%	91.11%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.41%	98.46%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.78%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.99%	89.00%
CHEMBL3589	P55263	Adenosine kinase	82.98%	98.05%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	82.00%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.29%	94.73%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.68%	80.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.46%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.04%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 42066956
• LOTUS: LTS0087938
• wikiData: Q105245363