S-[2-[3-[[(2S)-4-[[[(2S,3S,4R,5S)-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-hydroxyphenyl)prop-2-enethioate

Details

• Internal ID: d592d37a-04e4-4b13-9ace-f8352f4bc557
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl thioesters > Enoyl CoAs > 2-enoyl CoAs
• IUPAC Name: S-[2-[3-[[(2S)-4-[[[(2S,3S,4R,5S)-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-hydroxyphenyl)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)O)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)O)O
• InChI: InChI=1S/C30H42N7O18P3S/c1-30(2,25(42)28(43)33-10-9-20(39)32-11-12-59-21(40)8-5-17-3-6-18(38)7-4-17)14-52-58(49,50)55-57(47,48)51-13-19-24(54-56(44,45)46)23(41)29(53-19)37-16-36-22-26(31)34-15-35-27(22)37/h3-8,15-16,19,23-25,29,38,41-42H,9-14H2,1-2H3,(H,32,39)(H,33,43)(H,47,48)(H,49,50)(H2,31,34,35)(H2,44,45,46)/b8-5+/t19-,23+,24+,25+,29-/m0/s1
• InChI Key: DMZOKBALNZWDKI-JBNLOVLYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂N₇O₁₈P₃S
• Molecular Weight: 913.70 g/mol
• Exact Mass: 913.15198968 g/mol
• Topological Polar Surface Area (TPSA): 409.00 Ų
• XlogP: -3.90
• Atomic LogP (AlogP): 0.08
• H-Bond Acceptor: 20
• H-Bond Donor: 10
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9196	91.96%
Caco-2	-	0.8593	85.93%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.3671	36.71%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.8620	86.20%
OATP1B3 inhibitior	+	0.9346	93.46%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7849	78.49%
BSEP inhibitior	+	0.6720	67.20%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	+	0.8011	80.11%
CYP3A4 substrate	+	0.7181	71.81%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8628	86.28%
CYP3A4 inhibition	-	0.5138	51.38%
CYP2C9 inhibition	-	0.7644	76.44%
CYP2C19 inhibition	-	0.7705	77.05%
CYP2D6 inhibition	-	0.8291	82.91%
CYP1A2 inhibition	-	0.8225	82.25%
CYP2C8 inhibition	+	0.8191	81.91%
CYP inhibitory promiscuity	-	0.8410	84.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5287	52.87%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.9026	90.26%
Skin irritation	-	0.7576	75.76%
Skin corrosion	-	0.9177	91.77%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4212	42.12%
Micronuclear	+	0.9500	95.00%
Hepatotoxicity	-	0.5814	58.14%
skin sensitisation	-	0.8360	83.60%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8011	80.11%
Acute Oral Toxicity (c)	III	0.5639	56.39%
Estrogen receptor binding	+	0.7803	78.03%
Androgen receptor binding	+	0.7362	73.62%
Thyroid receptor binding	+	0.6257	62.57%
Glucocorticoid receptor binding	+	0.6612	66.12%
Aromatase binding	+	0.6422	64.22%
PPAR gamma	+	0.7453	74.53%
Honey bee toxicity	-	0.6381	63.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9646	96.46%

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	99.13%	96.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	98.83%	93.10%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.72%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.26%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	96.23%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.08%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	94.58%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.42%	89.00%
CHEMBL1914	P06276	Butyrylcholinesterase	93.80%	95.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	88.48%	80.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.67%	89.34%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.34%	96.90%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.94%	97.09%
CHEMBL301	P24941	Cyclin-dependent kinase 2	85.44%	91.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.36%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	85.20%	95.93%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.10%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.02%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.18%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.08%	90.71%
CHEMBL2535	P11166	Glucose transporter	82.87%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.75%	95.56%
CHEMBL1881	P43116	Prostanoid EP2 receptor	81.79%	93.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.07%	97.29%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.31%	89.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.00%	94.33%

Plants that contains it

• Sorghum bicolor

Cross-Links

• PubChem: 154496024
• LOTUS: LTS0024734
• wikiData: Q104985420