2,4-diamino-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydro-1H-pyrimidin-6-one

Details

• Internal ID: 1341fb5c-cc8f-4795-acfa-5ed5ac130bf7
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 2,4-diamino-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydro-1H-pyrimidin-6-one
• SMILES (Canonical): C(C1C(C(C(C(O1)OC2C(N=C(NC2=O)N)N)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC2C(N=C(NC2=O)N)N)O)O)O)O
• InChI: InChI=1S/C10H18N4O7/c11-7-6(8(19)14-10(12)13-7)21-9-5(18)4(17)3(16)2(1-15)20-9/h2-7,9,15-18H,1,11H2,(H3,12,13,14,19)/t2-,3-,4+,5-,6?,7?,9+/m1/s1
• InChI Key: OJXJYCZNYLAJJN-PEZDQLOGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈N₄O₇
• Molecular Weight: 306.27 g/mol
• Exact Mass: 306.11754893 g/mol
• Topological Polar Surface Area (TPSA): 193.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -5.10
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8833	88.33%
Caco-2	-	0.9107	91.07%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.4731	47.31%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9290	92.90%
OATP1B3 inhibitior	+	0.9432	94.32%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9636	96.36%
P-glycoprotein inhibitior	-	0.9017	90.17%
P-glycoprotein substrate	-	0.9043	90.43%
CYP3A4 substrate	+	0.5222	52.22%
CYP2C9 substrate	-	0.7968	79.68%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.9802	98.02%
CYP2C9 inhibition	-	0.9242	92.42%
CYP2C19 inhibition	-	0.8943	89.43%
CYP2D6 inhibition	-	0.9256	92.56%
CYP1A2 inhibition	-	0.8229	82.29%
CYP2C8 inhibition	-	0.7770	77.70%
CYP inhibitory promiscuity	-	0.9789	97.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6837	68.37%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9917	99.17%
Skin irritation	-	0.7813	78.13%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4142	41.42%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.8321	83.21%
skin sensitisation	-	0.6924	69.24%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5073	50.73%
Acute Oral Toxicity (c)	III	0.5059	50.59%
Estrogen receptor binding	-	0.5515	55.15%
Androgen receptor binding	-	0.5343	53.43%
Thyroid receptor binding	+	0.6481	64.81%
Glucocorticoid receptor binding	+	0.5733	57.33%
Aromatase binding	-	0.5553	55.53%
PPAR gamma	+	0.5886	58.86%
Honey bee toxicity	-	0.7992	79.92%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6750	67.50%
Fish aquatic toxicity	-	0.9600	96.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.36%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.21%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.91%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.91%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	88.64%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.99%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.27%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.68%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.60%	96.21%

Plants that contains it

• Lathyrus oleraceus
• Vicia faba
• Vicia sativa

Cross-Links

• PubChem: 11968302
• NPASS: NPC155049