3-[(4aS)-2-amino-4,6-dioxo-4a,5-dihydro-3H-pteridin-7-ylidene]-2-iminopropanoic acid

Details

• Internal ID: abd1e6c7-6011-4487-a3c8-d8d565283c91
• Taxonomy: Organoheterocyclic compounds > Pteridines and derivatives > Pterins and derivatives
• IUPAC Name: 3-[(4aS)-2-amino-4,6-dioxo-4a,5-dihydro-3H-pteridin-7-ylidene]-2-iminopropanoic acid
• SMILES (Canonical): C(=C1C(=O)NC2C(=O)NC(=NC2=N1)N)C(=N)C(=O)O
• SMILES (Isomeric): C(=C1C(=O)N[C@@H]2C(=O)NC(=NC2=N1)N)C(=N)C(=O)O
• InChI: InChI=1S/C9H8N6O4/c10-2(8(18)19)1-3-6(16)13-4-5(12-3)14-9(11)15-7(4)17/h1,4,10H,(H,13,16)(H,18,19)(H3,11,12,14,15,17)/t4-/m0/s1
• InChI Key: XOFZXRMASXKGBM-BYPYZUCNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₈N₆O₄
• Molecular Weight: 264.20 g/mol
• Exact Mass: 264.06070276 g/mol
• Topological Polar Surface Area (TPSA): 170.00 Ų
• XlogP: -2.40
• Atomic LogP (AlogP): -2.68
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9222	92.22%
Caco-2	-	0.7607	76.07%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4423	44.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9353	93.53%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9688	96.88%
P-glycoprotein inhibitior	-	0.9571	95.71%
P-glycoprotein substrate	-	0.6588	65.88%
CYP3A4 substrate	-	0.5810	58.10%
CYP2C9 substrate	-	0.7817	78.17%
CYP2D6 substrate	-	0.8782	87.82%
CYP3A4 inhibition	-	0.9592	95.92%
CYP2C9 inhibition	-	0.8990	89.90%
CYP2C19 inhibition	-	0.8165	81.65%
CYP2D6 inhibition	-	0.9118	91.18%
CYP1A2 inhibition	-	0.8235	82.35%
CYP2C8 inhibition	-	0.8260	82.60%
CYP inhibitory promiscuity	-	0.9924	99.24%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7526	75.26%
Carcinogenicity (trinary)	Non-required	0.6411	64.11%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9371	93.71%
Skin irritation	-	0.7586	75.86%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.8094	80.94%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6711	67.11%
skin sensitisation	-	0.8521	85.21%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8281	82.81%
Acute Oral Toxicity (c)	III	0.5323	53.23%
Estrogen receptor binding	-	0.5117	51.17%
Androgen receptor binding	-	0.4833	48.33%
Thyroid receptor binding	-	0.6233	62.33%
Glucocorticoid receptor binding	+	0.6083	60.83%
Aromatase binding	+	0.6593	65.93%
PPAR gamma	+	0.7152	71.52%
Honey bee toxicity	-	0.8364	83.64%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	-	0.4697	46.97%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.17%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.94%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.56%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.66%	95.50%
CHEMBL3384	Q16512	Protein kinase N1	81.57%	80.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.29%	91.19%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	81.27%	88.84%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.01%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163185959
• LOTUS: LTS0181652
• wikiData: Q105337731