(2R,3S,4R,5R)-4-amino-5-[6-amino-2-[[(8R)-3-[(2R,3R,4R,5R)-3-chloro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7,8-dihydro-4H-imidazo[4,5-d][1,3]diazepin-8-yl]oxy]purin-9-yl]-2-(hydroxymethyl)oxolan-3-ol

Details

• Internal ID: c4f54e00-1988-420b-8090-9462e1d1ed77
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleosides > Purine 2-deoxyribonucleosides
• IUPAC Name: (2R,3S,4R,5R)-4-amino-5-[6-amino-2-[[(8R)-3-[(2R,3R,4R,5R)-3-chloro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7,8-dihydro-4H-imidazo[4,5-d][1,3]diazepin-8-yl]oxy]purin-9-yl]-2-(hydroxymethyl)oxolan-3-ol
• InChI: InChI=1S/C21H27ClN10O7/c22-10-14(35)8(2-33)37-19(10)31-5-27-12-7(1-25-4-26-17(12)31)39-21-29-16(24)13-18(30-21)32(6-28-13)20-11(23)15(36)9(3-34)38-20/h4-11,14-15,19-20,33-36H,1-3,23H2,(H,25,26)(H2,24,29,30)/t7-,8-,9-,10-,11-,14-,15-,19-,20-/m1/s1
• InChI Key: BIJKEIIWFILUFX-COBSUARPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₇ClN₁₀O₇
• Molecular Weight: 567.00 g/mol
• Exact Mass: 566.1752709 g/mol
• Topological Polar Surface Area (TPSA): 246.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -2.39
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9185	91.85%
Caco-2	-	0.8519	85.19%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Nucleus	0.4581	45.81%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8879	88.79%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5380	53.80%
P-glycoprotein inhibitior	+	0.6314	63.14%
P-glycoprotein substrate	+	0.5991	59.91%
CYP3A4 substrate	+	0.6401	64.01%
CYP2C9 substrate	-	0.8059	80.59%
CYP2D6 substrate	-	0.8187	81.87%
CYP3A4 inhibition	-	0.7288	72.88%
CYP2C9 inhibition	-	0.8688	86.88%
CYP2C19 inhibition	-	0.8827	88.27%
CYP2D6 inhibition	-	0.8296	82.96%
CYP1A2 inhibition	-	0.8396	83.96%
CYP2C8 inhibition	+	0.5973	59.73%
CYP inhibitory promiscuity	-	0.9176	91.76%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.6345	63.45%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9364	93.64%
Skin irritation	-	0.7543	75.43%
Skin corrosion	-	0.9269	92.69%
Ames mutagenesis	-	0.5668	56.68%
Human Ether-a-go-go-Related Gene inhibition	-	0.3908	39.08%
Micronuclear	+	0.9700	97.00%
Hepatotoxicity	+	0.6377	63.77%
skin sensitisation	-	0.8354	83.54%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.5751	57.51%
Acute Oral Toxicity (c)	III	0.6092	60.92%
Estrogen receptor binding	+	0.7147	71.47%
Androgen receptor binding	+	0.6743	67.43%
Thyroid receptor binding	+	0.6471	64.71%
Glucocorticoid receptor binding	+	0.5736	57.36%
Aromatase binding	+	0.6475	64.75%
PPAR gamma	+	0.6914	69.14%
Honey bee toxicity	-	0.7320	73.20%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	-	0.5946	59.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	97.76%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.97%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.38%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.66%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.50%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.19%	94.45%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	91.60%	95.78%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	90.88%	80.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.30%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.04%	93.10%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	86.96%	82.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.88%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.63%	92.94%
CHEMBL3384	Q16512	Protein kinase N1	84.44%	80.71%
CHEMBL4208	P20618	Proteasome component C5	83.95%	90.00%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	82.02%	96.67%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.85%	95.48%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.63%	89.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163194813
• LOTUS: LTS0237928
• wikiData: Q104936544