Doridosine

Details

• Internal ID: f0e882a6-8fcf-48f5-81b0-56ced930fb33
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Glycosylamines
• IUPAC Name: 6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1-methyl-3,4-dihydropurin-2-one
• InChI: InChI=1S/C11H17N5O5/c1-15-8(12)5-9(14-11(15)20)16(3-13-5)10-7(19)6(18)4(2-17)21-10/h3-4,6-7,9-10,17-19H,2,12H2,1H3,(H,14,20)/t4-,6-,7-,9?,10-/m1/s1
• InChI Key: QPKAXGGZEQOSRT-AFPKLJJXSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₇N₅O₅
• Molecular Weight: 299.28 g/mol
• Exact Mass: 299.12296866 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: -3.40
• Atomic LogP (AlogP): -3.12
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 2

Synonyms

• N(1)-Methylisoguanosine
• DTXSID10993797
• 6-Amino-1-methyl-9-pentofuranosyl-4,9-dihydro-1H-purin-2-ol
• Adenosine, N,6-didehydro-1,2,3,6-tetrahydro-1-methyl-2-oxo-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8449	84.49%
Caco-2	-	0.7902	79.02%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.3658	36.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8720	87.20%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7883	78.83%
P-glycoprotein inhibitior	-	0.9280	92.80%
P-glycoprotein substrate	-	0.7946	79.46%
CYP3A4 substrate	-	0.5066	50.66%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	-	0.8532	85.32%
CYP3A4 inhibition	-	0.9666	96.66%
CYP2C9 inhibition	-	0.8813	88.13%
CYP2C19 inhibition	-	0.8396	83.96%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	-	0.6106	61.06%
CYP2C8 inhibition	-	0.9409	94.09%
CYP inhibitory promiscuity	-	0.9834	98.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6434	64.34%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9928	99.28%
Skin irritation	-	0.7444	74.44%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.7061	70.61%
Human Ether-a-go-go-Related Gene inhibition	-	0.3960	39.60%
Micronuclear	+	0.9400	94.00%
Hepatotoxicity	+	0.6448	64.48%
skin sensitisation	-	0.8021	80.21%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7015	70.15%
Acute Oral Toxicity (c)	III	0.5722	57.22%
Estrogen receptor binding	+	0.6102	61.02%
Androgen receptor binding	-	0.5698	56.98%
Thyroid receptor binding	+	0.5305	53.05%
Glucocorticoid receptor binding	-	0.4900	49.00%
Aromatase binding	+	0.5465	54.65%
PPAR gamma	+	0.6676	66.76%
Honey bee toxicity	-	0.9430	94.30%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.8917	89.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.70%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.26%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.73%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	84.75%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	84.72%	94.73%
CHEMBL3384	Q16512	Protein kinase N1	81.47%	80.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 126323
• LOTUS: LTS0029132
• wikiData: Q82984551