1,3,9-Trimethyl-8-nitrosopurine-2,6-dione

Details

• Internal ID: b523e16f-5ec1-4b98-b545-31ec1027eeae
• Taxonomy: Organoheterocyclic compounds > Imidazopyrimidines > Purines and purine derivatives > Xanthines
• IUPAC Name: 1,3,9-trimethyl-8-nitrosopurine-2,6-dione
• SMILES (Canonical): CN1C2=C(C(=O)N(C(=O)N2C)C)N=C1N=O
• SMILES (Isomeric): CN1C2=C(C(=O)N(C(=O)N2C)C)N=C1N=O
• InChI: InChI=1S/C8H9N5O3/c1-11-5-4(9-7(11)10-16)6(14)13(3)8(15)12(5)2/h1-3H3
• InChI Key: AXEHWGABOZWZHQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₉N₅O₃
• Molecular Weight: 223.19 g/mol
• Exact Mass: 223.07053917 g/mol
• Topological Polar Surface Area (TPSA): 87.90 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -0.63
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	+	0.5955	59.55%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6538	65.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9605	96.05%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9069	90.69%
BSEP inhibitior	-	0.9032	90.32%
P-glycoprotein inhibitior	-	0.9212	92.12%
P-glycoprotein substrate	-	0.9335	93.35%
CYP3A4 substrate	-	0.5393	53.93%
CYP2C9 substrate	-	0.5452	54.52%
CYP2D6 substrate	-	0.8689	86.89%
CYP3A4 inhibition	-	0.9295	92.95%
CYP2C9 inhibition	-	0.9276	92.76%
CYP2C19 inhibition	-	0.9438	94.38%
CYP2D6 inhibition	-	0.9628	96.28%
CYP1A2 inhibition	-	0.6587	65.87%
CYP2C8 inhibition	-	0.9827	98.27%
CYP inhibitory promiscuity	-	0.9955	99.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6700	67.00%
Carcinogenicity (trinary)	Non-required	0.4710	47.10%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8294	82.94%
Skin irritation	-	0.7790	77.90%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	+	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6403	64.03%
Micronuclear	+	0.9300	93.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8947	89.47%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7488	74.88%
Acute Oral Toxicity (c)	III	0.6563	65.63%
Estrogen receptor binding	-	0.8835	88.35%
Androgen receptor binding	-	0.7528	75.28%
Thyroid receptor binding	-	0.5749	57.49%
Glucocorticoid receptor binding	-	0.7279	72.79%
Aromatase binding	-	0.5697	56.97%
PPAR gamma	-	0.9001	90.01%
Honey bee toxicity	-	0.8767	87.67%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	-	0.4167	41.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL262	P49841	Glycogen synthase kinase-3 beta	91.69%	95.72%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.97%	85.14%
CHEMBL251	P29274	Adenosine A2a receptor	90.48%	94.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.68%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.47%	94.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.91%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.94%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.57%	98.95%

Plants that contains it

• Citrus aurantiifolia

Cross-Links

• PubChem: 23428337
• NPASS: NPC35912