(6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-tetrahydro-1H-pteridin-4-one

Details

• Internal ID: 576fff56-4903-461c-b865-00ae1db616ea
• Taxonomy: Organoheterocyclic compounds > Pteridines and derivatives > Pterins and derivatives > Biopterins and derivatives
• IUPAC Name: (6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-tetrahydro-1H-pteridin-4-one
• SMILES (Canonical): CC(C(C1CNC2=C(N1)C(=O)N=C(N2)N)O)O
• SMILES (Isomeric): C[C@@H]([C@@H]([C@H]1CNC2=C(N1)C(=O)N=C(N2)N)O)O
• InChI: InChI=1S/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17)/t3-,4+,6-/m0/s1
• InChI Key: FNKQXYHWGSIFBK-RPDRRWSUSA-N
• Popularity: 88 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₅N₅O₃
• Molecular Weight: 241.25 g/mol
• Exact Mass: 241.11748936 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -1.70
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9744	97.44%
Caco-2	-	0.7487	74.87%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4104	41.04%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9455	94.55%
OATP1B3 inhibitior	+	0.9481	94.81%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9306	93.06%
P-glycoprotein inhibitior	-	0.9652	96.52%
P-glycoprotein substrate	-	0.6692	66.92%
CYP3A4 substrate	-	0.5348	53.48%
CYP2C9 substrate	-	0.7968	79.68%
CYP2D6 substrate	-	0.8332	83.32%
CYP3A4 inhibition	-	0.9227	92.27%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9100	91.00%
CYP2C8 inhibition	-	0.8982	89.82%
CYP inhibitory promiscuity	-	0.9348	93.48%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6568	65.68%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9440	94.40%
Skin irritation	-	0.7804	78.04%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7336	73.36%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8565	85.65%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6405	64.05%
Acute Oral Toxicity (c)	III	0.6287	62.87%
Estrogen receptor binding	-	0.7723	77.23%
Androgen receptor binding	-	0.7166	71.66%
Thyroid receptor binding	+	0.6919	69.19%
Glucocorticoid receptor binding	-	0.6998	69.98%
Aromatase binding	+	0.5758	57.58%
PPAR gamma	-	0.5956	59.56%
Honey bee toxicity	-	0.9140	91.40%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.9487	94.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.14%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	93.42%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.95%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.34%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.18%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.94%	99.23%
CHEMBL2424504	P29375	Lysine-specific demethylase 5A	86.51%	99.23%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.91%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.02%	90.08%
CHEMBL222	P23975	Norepinephrine transporter	81.56%	96.06%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.88%	94.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44257
• LOTUS: LTS0231156
• wikiData: Q419808