4-[(2-amino-4-oxo-7,8-dihydro-1H-pteridin-6-yl)methylamino]benzoic acid

Details

• Internal ID: 5387adbf-93b8-405b-bdcf-650678d29897
• Taxonomy: Organoheterocyclic compounds > Pteridines and derivatives > Pterins and derivatives
• IUPAC Name: 4-[(2-amino-4-oxo-7,8-dihydro-1H-pteridin-6-yl)methylamino]benzoic acid
• InChI: InChI=1S/C14H14N6O3/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)23/h1-4,16H,5-6H2,(H,22,23)(H4,15,17,19,20,21)
• InChI Key: WBFYVDCHGVNRBH-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄N₆O₃
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11273833 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9306	93.06%
Caco-2	-	0.6365	63.65%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4594	45.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9570	95.70%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8042	80.42%
P-glycoprotein substrate	+	0.5196	51.96%
CYP3A4 substrate	-	0.5569	55.69%
CYP2C9 substrate	-	0.6259	62.59%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.9159	91.59%
CYP2C9 inhibition	-	0.9309	93.09%
CYP2C19 inhibition	-	0.9073	90.73%
CYP2D6 inhibition	-	0.8983	89.83%
CYP1A2 inhibition	-	0.8177	81.77%
CYP2C8 inhibition	-	0.6263	62.63%
CYP inhibitory promiscuity	-	0.9823	98.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6651	66.51%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9726	97.26%
Skin irritation	-	0.7778	77.78%
Skin corrosion	-	0.9464	94.64%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5516	55.16%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8605	86.05%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6598	65.98%
Acute Oral Toxicity (c)	III	0.6114	61.14%
Estrogen receptor binding	+	0.5670	56.70%
Androgen receptor binding	+	0.6078	60.78%
Thyroid receptor binding	+	0.6618	66.18%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.8209	82.09%
PPAR gamma	+	0.7009	70.09%
Honey bee toxicity	-	0.9447	94.47%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.8400	84.00%
Fish aquatic toxicity	-	0.7202	72.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	92.01%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.10%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.42%	86.33%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	87.39%	95.48%
CHEMBL4208	P20618	Proteasome component C5	86.58%	90.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	86.34%	87.67%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.62%	89.34%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.06%	94.42%
CHEMBL1952	P04818	Thymidylate synthase	83.54%	93.53%
CHEMBL1781	P11387	DNA topoisomerase I	82.72%	97.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.89%	96.09%
CHEMBL4070	P19784	Casein kinase II alpha (prime)	81.07%	91.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.01%	90.71%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.63%	81.11%
CHEMBL2535	P11166	Glucose transporter	80.04%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.04%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 170
• LOTUS: LTS0200193
• wikiData: Q5276444