S-[2-[3-[[(2R)-4-[[[(2S,3R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enethioate

Details

• Internal ID: e2646743-ef5b-4c26-bf2e-43ab84207b14
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl thioesters > Enoyl CoAs > 2-enoyl CoAs
• IUPAC Name: S-[2-[3-[[(2R)-4-[[[(2S,3R,4S,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] (E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enethioate
• SMILES (Canonical): CC(C)(COP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)C(C(=O)NCCC(=O)NCCSC(=O)C=CC4=CC(=C(C(=C4)OC)O)OC)O
• SMILES (Isomeric): CC(C)(COP(=O)(O)OP(=O)(O)OC[C@H]1[C@@H]([C@@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)N)O)OP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCSC(=O)/C=C/C4=CC(=C(C(=C4)OC)O)OC)O
• InChI: InChI=1S/C32H46N7O20P3S/c1-32(2,27(44)30(45)35-8-7-21(40)34-9-10-63-22(41)6-5-17-11-18(53-3)24(42)19(12-17)54-4)14-56-62(51,52)59-61(49,50)55-13-20-26(58-60(46,47)48)25(43)31(57-20)39-16-38-23-28(33)36-15-37-29(23)39/h5-6,11-12,15-16,20,25-27,31,42-44H,7-10,13-14H2,1-4H3,(H,34,40)(H,35,45)(H,49,50)(H,51,52)(H2,33,36,37)(H2,46,47,48)/b6-5+/t20-,25-,26-,27-,31+/m0/s1
• InChI Key: RBFUWESMWRUGFY-HZMUNDFUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆N₇O₂₀P₃S
• Molecular Weight: 973.70 g/mol
• Exact Mass: 973.17311905 g/mol
• Topological Polar Surface Area (TPSA): 428.00 Ų
• XlogP: -4.00
• Atomic LogP (AlogP): 0.10
• H-Bond Acceptor: 22
• H-Bond Donor: 10
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9034	90.34%
Caco-2	-	0.8578	85.78%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.3871	38.71%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8480	84.80%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8311	83.11%
BSEP inhibitior	+	0.7316	73.16%
P-glycoprotein inhibitior	+	0.7470	74.70%
P-glycoprotein substrate	+	0.8332	83.32%
CYP3A4 substrate	+	0.7230	72.30%
CYP2C9 substrate	-	0.7978	79.78%
CYP2D6 substrate	-	0.8568	85.68%
CYP3A4 inhibition	+	0.5921	59.21%
CYP2C9 inhibition	-	0.7210	72.10%
CYP2C19 inhibition	-	0.7535	75.35%
CYP2D6 inhibition	-	0.8332	83.32%
CYP1A2 inhibition	-	0.8101	81.01%
CYP2C8 inhibition	+	0.8168	81.68%
CYP inhibitory promiscuity	-	0.8674	86.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5397	53.97%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.7576	75.76%
Skin corrosion	-	0.9179	91.79%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4722	47.22%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5098	50.98%
skin sensitisation	-	0.8378	83.78%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.9130	91.30%
Acute Oral Toxicity (c)	III	0.5606	56.06%
Estrogen receptor binding	+	0.7505	75.05%
Androgen receptor binding	+	0.7218	72.18%
Thyroid receptor binding	+	0.6167	61.67%
Glucocorticoid receptor binding	+	0.6831	68.31%
Aromatase binding	+	0.6736	67.36%
PPAR gamma	+	0.7537	75.37%
Honey bee toxicity	-	0.6301	63.01%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9513	95.13%

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	99.52%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.64%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	98.36%	96.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	97.87%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.42%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.37%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.01%	99.23%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	95.93%	93.10%
CHEMBL3401	O75469	Pregnane X receptor	95.02%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.02%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	92.71%	91.03%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.52%	96.90%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.35%	95.17%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	88.34%	80.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.96%	86.33%
CHEMBL2535	P11166	Glucose transporter	86.83%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.67%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.48%	89.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.44%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.34%	95.89%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.57%	94.33%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	83.56%	98.21%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.27%	82.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.70%	95.89%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.74%	94.42%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.60%	97.21%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.20%	100.00%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 163068045
• LOTUS: LTS0262463
• wikiData: Q105233096