(2R,3R,4S,5R)-2-[6-[[(1R,4aS,7S,8aS)-1,4a-dimethyl-7-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl]amino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol

Details

• Internal ID: 3a00f079-743c-4ecd-937f-5eeb6d588b95
• Taxonomy: Nucleosides, nucleotides, and analogues > Purine nucleosides
• IUPAC Name: (2R,3R,4S,5R)-2-[6-[[(1R,4aS,7S,8aS)-1,4a-dimethyl-7-prop-1-en-2-yl-2,3,4,5,6,7,8,8a-octahydronaphthalen-1-yl]amino]purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
• SMILES (Canonical): CC(=C)C1CCC2(CCCC(C2C1)(C)NC3=C4C(=NC=N3)N(C=N4)C5C(C(C(O5)CO)O)O)C
• SMILES (Isomeric): CC(=C)[C@H]1CC[C@@]2(CCC[C@@]([C@H]2C1)(C)NC3=C4C(=NC=N3)N(C=N4)[C@H]5[C@@H]([C@@H]([C@H](O5)CO)O)O)C
• InChI: InChI=1S/C25H37N5O4/c1-14(2)15-6-9-24(3)7-5-8-25(4,17(24)10-15)29-21-18-22(27-12-26-21)30(13-28-18)23-20(33)19(32)16(11-31)34-23/h12-13,15-17,19-20,23,31-33H,1,5-11H2,2-4H3,(H,26,27,29)/t15-,16+,17-,19+,20+,23+,24-,25+/m0/s1
• InChI Key: DYEGAZNMBIYWDG-VJVAZHBNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₇N₅O₄
• Molecular Weight: 471.60 g/mol
• Exact Mass: 471.28455468 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9367	93.67%
Caco-2	-	0.8298	82.98%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.2667	26.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.7811	78.11%
BSEP inhibitior	-	0.8894	88.94%
P-glycoprotein inhibitior	-	0.5261	52.61%
P-glycoprotein substrate	-	0.5325	53.25%
CYP3A4 substrate	+	0.6462	64.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	-	0.8377	83.77%
CYP2C9 inhibition	-	0.7941	79.41%
CYP2C19 inhibition	-	0.7839	78.39%
CYP2D6 inhibition	-	0.8926	89.26%
CYP1A2 inhibition	-	0.8094	80.94%
CYP2C8 inhibition	+	0.5057	50.57%
CYP inhibitory promiscuity	-	0.8193	81.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5634	56.34%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9590	95.90%
Skin irritation	-	0.7571	75.71%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6765	67.65%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.6515	65.15%
skin sensitisation	-	0.8479	84.79%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	-	0.8578	85.78%
Acute Oral Toxicity (c)	III	0.6146	61.46%
Estrogen receptor binding	+	0.6651	66.51%
Androgen receptor binding	+	0.6884	68.84%
Thyroid receptor binding	+	0.6097	60.97%
Glucocorticoid receptor binding	+	0.5549	55.49%
Aromatase binding	+	0.7159	71.59%
PPAR gamma	-	0.5767	57.67%
Honey bee toxicity	-	0.7968	79.68%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9431	94.31%

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	98.60%	96.09%
CHEMBL3589	P55263	Adenosine kinase	97.48%	98.05%
CHEMBL237	P41145	Kappa opioid receptor	96.41%	98.10%
CHEMBL226	P30542	Adenosine A1 receptor	96.31%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.13%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.53%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.09%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.30%	97.09%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	90.57%	80.33%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	89.31%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.82%	95.83%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.54%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.17%	90.17%
CHEMBL5524	Q99873	Protein-arginine N-methyltransferase 1	85.63%	96.67%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.63%	97.53%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.63%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.72%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.62%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.09%	94.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.97%	95.50%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.19%	98.46%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	82.03%	88.84%
CHEMBL2581	P07339	Cathepsin D	80.92%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162875949
• LOTUS: LTS0041726
• wikiData: Q104991337