2-amino-9-(1,3-dihydroxypropan-2-yloxymethyl)-3H-purin-6-one

Details

• Internal ID: e9c5bed6-9a27-4118-ae2e-81ecc8001e20
• Taxonomy: Organoheterocyclic compounds > Imidazopyrimidines > Purines and purine derivatives > Purinones > Hypoxanthines
• IUPAC Name: 2-amino-9-(1,3-dihydroxypropan-2-yloxymethyl)-3H-purin-6-one
• SMILES (Canonical): C1=NC2=C(N1COC(CO)CO)NC(=NC2=O)N
• SMILES (Isomeric): C1=NC2=C(N1COC(CO)CO)NC(=NC2=O)N
• InChI: InChI=1S/C9H13N5O4/c10-9-12-7-6(8(17)13-9)11-3-14(7)4-18-5(1-15)2-16/h3,5,15-16H,1-2,4H2,(H3,10,12,13,17)
• InChI Key: IRSCQMHQWWYFCW-UHFFFAOYSA-N
• Popularity: 12 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₃N₅O₄
• Molecular Weight: 255.23 g/mol
• Exact Mass: 255.09675391 g/mol
• Topological Polar Surface Area (TPSA): 135.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.97
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9304	93.04%
Caco-2	-	0.9372	93.72%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Nucleus	0.4040	40.40%
OATP2B1 inhibitior	-	0.8676	86.76%
OATP1B1 inhibitior	+	0.9520	95.20%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9510	95.10%
P-glycoprotein inhibitior	-	0.9556	95.56%
P-glycoprotein substrate	-	0.7615	76.15%
CYP3A4 substrate	-	0.5965	59.65%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8930	89.30%
CYP3A4 inhibition	-	0.9600	96.00%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.9139	91.39%
CYP inhibitory promiscuity	-	0.9350	93.50%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5588	55.88%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.8686	86.86%
Skin irritation	-	0.7300	73.00%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5099	50.99%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8329	83.29%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	+	0.5372	53.72%
Acute Oral Toxicity (c)	III	0.5807	58.07%
Estrogen receptor binding	-	0.8133	81.33%
Androgen receptor binding	+	0.5636	56.36%
Thyroid receptor binding	+	0.6082	60.82%
Glucocorticoid receptor binding	-	0.5087	50.87%
Aromatase binding	+	0.7960	79.60%
PPAR gamma	+	0.6681	66.81%
Honey bee toxicity	-	0.9137	91.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.8502	85.02%

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	97.12%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.15%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.81%	94.00%
CHEMBL4040	P28482	MAP kinase ERK2	88.75%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	86.86%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	86.71%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.25%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.83%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.83%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.65%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.03%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.86%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.05%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3454
• LOTUS: LTS0147632
• wikiData: Q417640