[(1R,2S,3S,4R,5S,6R,7R,8R,11R,13R,14S,17S,20S,21R)-5,7,14-trihydroxy-6,10,14,21-tetramethyl-19-oxo-18-oxapentacyclo[15.2.2.02,13.03,11.04,8]henicos-9-en-20-yl] (2S)-2-(3-acetamidopropanoylamino)-3-(3-methylimidazol-4-yl)propanoate

Details

• Internal ID: 62f276c6-2917-4014-8e57-ff79cd6810f6
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: [(1R,2S,3S,4R,5S,6R,7R,8R,11R,13R,14S,17S,20S,21R)-5,7,14-trihydroxy-6,10,14,21-tetramethyl-19-oxo-18-oxapentacyclo[15.2.2.02,13.03,11.04,8]henicos-9-en-20-yl] (2S)-2-(3-acetamidopropanoylamino)-3-(3-methylimidazol-4-yl)propanoate
• InChI: InChI=1S/C36H52N4O9/c1-16-11-22-28(32(44)18(3)31(22)43)27-21(16)13-23-29(27)30-33(17(2)25(48-35(30)46)7-9-36(23,5)47)49-34(45)24(12-20-14-37-15-40(20)6)39-26(42)8-10-38-19(4)41/h11,14-15,17-18,21-25,27-33,43-44,47H,7-10,12-13H2,1-6H3,(H,38,41)(H,39,42)/t17-,18+,21+,22-,23-,24+,25+,27+,28+,29-,30-,31+,32-,33+,36+/m1/s1
• InChI Key: SUFFAWZCSVRZFY-YBJKMHAKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₂N₄O₉
• Molecular Weight: 684.80 g/mol
• Exact Mass: 684.37342925 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• [(1R,2S,3S,4R,5S,6R,7R,8R,11R,13R,14S,17S,20S,21R)-5,7,14-trihydroxy-6,10,14,21-tetramethyl-19-oxo-18-oxapentacyclo[15.2.2.02,13.03,11.04,8]henicos-9-en-20-yl] (2S)-2-(3-acetamidopropanoylamino)-3-(3-methylimidazol-4-yl)propanoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9373	93.73%
Caco-2	-	0.8598	85.98%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.3934	39.34%
OATP2B1 inhibitior	-	0.7106	71.06%
OATP1B1 inhibitior	+	0.7992	79.92%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.7654	76.54%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9647	96.47%
P-glycoprotein inhibitior	+	0.7470	74.70%
P-glycoprotein substrate	+	0.7957	79.57%
CYP3A4 substrate	+	0.7395	73.95%
CYP2C9 substrate	-	0.5992	59.92%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.8129	81.29%
CYP2C9 inhibition	-	0.6821	68.21%
CYP2C19 inhibition	-	0.7800	78.00%
CYP2D6 inhibition	-	0.9015	90.15%
CYP1A2 inhibition	-	0.6726	67.26%
CYP2C8 inhibition	+	0.7290	72.90%
CYP inhibitory promiscuity	-	0.6745	67.45%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5786	57.86%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9297	92.97%
Skin irritation	-	0.7671	76.71%
Skin corrosion	-	0.9320	93.20%
Ames mutagenesis	-	0.5707	57.07%
Human Ether-a-go-go-Related Gene inhibition	-	0.4679	46.79%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	-	0.8714	87.14%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7330	73.30%
Acute Oral Toxicity (c)	III	0.5986	59.86%
Estrogen receptor binding	+	0.8016	80.16%
Androgen receptor binding	+	0.6604	66.04%
Thyroid receptor binding	+	0.5510	55.10%
Glucocorticoid receptor binding	+	0.7376	73.76%
Aromatase binding	+	0.6614	66.14%
PPAR gamma	+	0.7656	76.56%
Honey bee toxicity	-	0.6858	68.58%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8605	86.05%

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	98.47%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.46%	95.17%
CHEMBL2581	P07339	Cathepsin D	96.41%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.73%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	94.56%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.34%	99.23%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	91.05%	98.33%
CHEMBL204	P00734	Thrombin	90.04%	96.01%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.98%	89.50%
CHEMBL221	P23219	Cyclooxygenase-1	89.49%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.29%	86.33%
CHEMBL1914	P06276	Butyrylcholinesterase	89.10%	95.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	88.55%	96.90%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.16%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	87.43%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.83%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.41%	97.21%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.58%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.18%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.61%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.58%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.35%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.18%	99.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.02%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.79%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.67%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.26%	93.10%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.04%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	82.01%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.00%	85.14%
CHEMBL5028	O14672	ADAM10	81.78%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.25%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.21%	96.00%
CHEMBL259	P32245	Melanocortin receptor 4	80.83%	95.38%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586940
• LOTUS: LTS0123174
• wikiData: Q105260863