5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1H-pyrazole-3-carboxamide

Details

• Internal ID: ebd2f5c1-d998-4925-ae32-1eafa52f79af
• Taxonomy: Nucleosides, nucleotides, and analogues > Nucleoside and nucleotide analogues > 3-ribofuranosylpyrazoles
• IUPAC Name: 5-[(2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-hydroxy-1H-pyrazole-3-carboxamide
• SMILES (Canonical): C(C1C(C(C(O1)C2=C(C(=NN2)C(=O)N)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@H]([C@@H](O1)C2=C(C(=NN2)C(=O)N)O)O)O)O
• InChI: InChI=1S/C9H13N3O6/c10-9(17)4-6(15)3(11-12-4)8-7(16)5(14)2(1-13)18-8/h2,5,7-8,13-16H,1H2,(H2,10,17)(H,11,12)/t2-,5-,7-,8+/m1/s1
• InChI Key: XESARGFCSKSFID-FLLFQEBCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₃N₃O₆
• Molecular Weight: 259.22 g/mol
• Exact Mass: 259.08043514 g/mol
• Topological Polar Surface Area (TPSA): 162.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -2.63
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8176	81.76%
Caco-2	-	0.9753	97.53%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6561	65.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8707	87.07%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9640	96.40%
P-glycoprotein inhibitior	-	0.9398	93.98%
P-glycoprotein substrate	-	0.9172	91.72%
CYP3A4 substrate	-	0.5505	55.05%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8679	86.79%
CYP3A4 inhibition	-	0.9386	93.86%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.8667	86.67%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.8309	83.09%
CYP2C8 inhibition	-	0.8462	84.62%
CYP inhibitory promiscuity	-	0.9546	95.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6875	68.75%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.7112	71.12%
Skin irritation	-	0.7852	78.52%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6985	69.85%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5608	56.08%
skin sensitisation	-	0.8381	83.81%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.5662	56.62%
Acute Oral Toxicity (c)	III	0.6534	65.34%
Estrogen receptor binding	-	0.6908	69.08%
Androgen receptor binding	-	0.7271	72.71%
Thyroid receptor binding	-	0.4934	49.34%
Glucocorticoid receptor binding	-	0.6503	65.03%
Aromatase binding	+	0.5433	54.33%
PPAR gamma	+	0.6968	69.68%
Honey bee toxicity	-	0.9012	90.12%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8500	85.00%
Fish aquatic toxicity	-	0.9322	93.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.76%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.27%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.39%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.05%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.70%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.29%	97.36%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	83.20%	97.88%
CHEMBL2581	P07339	Cathepsin D	82.88%	98.95%
CHEMBL3038469	P24941	CDK2/Cyclin A	81.50%	91.38%

Plants that contains it

• Carpesium abrotanoides
• Simmondsia chinensis

Cross-Links

• PubChem: 35595
• NPASS: NPC12452
• LOTUS: LTS0037096
• wikiData: Q6076735