[(10R)-1-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-8-[(2S)-2-methylbutanoyl]-3-oxo-1,4,8-triazacyclotridec-10-yl] acetate

Details

• Internal ID: cfeeb96e-d15a-47fa-b868-255183409030
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(10R)-1-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-8-[(2S)-2-methylbutanoyl]-3-oxo-1,4,8-triazacyclotridec-10-yl] acetate
• SMILES (Canonical): CCC(C)C(=O)N1CCCNC(=O)CN(CCCC(C1)OC(=O)C)OC2C(C(C(C(O2)C)O)O)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): CC[C@H](C)C(=O)N1CCCNC(=O)CN(CCC[C@H](C1)OC(=O)C)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
• InChI: InChI=1S/C29H51N3O14/c1-5-15(2)27(41)31-10-7-9-30-20(35)13-32(11-6-8-18(12-31)43-17(4)34)46-29-26(24(39)21(36)16(3)42-29)45-28-25(40)23(38)22(37)19(14-33)44-28/h15-16,18-19,21-26,28-29,33,36-40H,5-14H2,1-4H3,(H,30,35)/t15-,16-,18+,19+,21-,22+,23-,24+,25+,26+,28-,29-/m0/s1
• InChI Key: AYYUMTOLYXUKDH-OTKRAXTQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₅₁N₃O₁₄
• Molecular Weight: 665.70 g/mol
• Exact Mass: 665.33710331 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -3.02
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5903	59.03%
Caco-2	-	0.8601	86.01%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Lysosomes	0.4446	44.46%
OATP2B1 inhibitior	-	0.7164	71.64%
OATP1B1 inhibitior	+	0.8480	84.80%
OATP1B3 inhibitior	+	0.9208	92.08%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6232	62.32%
P-glycoprotein inhibitior	+	0.6550	65.50%
P-glycoprotein substrate	+	0.6358	63.58%
CYP3A4 substrate	+	0.6776	67.76%
CYP2C9 substrate	-	0.8107	81.07%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	+	0.5364	53.64%
CYP2C9 inhibition	-	0.8156	81.56%
CYP2C19 inhibition	-	0.8491	84.91%
CYP2D6 inhibition	-	0.7729	77.29%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	-	0.5585	55.85%
CYP inhibitory promiscuity	-	0.9656	96.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.5271	52.71%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.9271	92.71%
Skin irritation	-	0.7702	77.02%
Skin corrosion	-	0.9314	93.14%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3983	39.83%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8618	86.18%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8301	83.01%
Acute Oral Toxicity (c)	III	0.6133	61.33%
Estrogen receptor binding	+	0.8199	81.99%
Androgen receptor binding	+	0.5449	54.49%
Thyroid receptor binding	-	0.5782	57.82%
Glucocorticoid receptor binding	+	0.5835	58.35%
Aromatase binding	+	0.5959	59.59%
PPAR gamma	+	0.6249	62.49%
Honey bee toxicity	-	0.7558	75.58%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8050	80.50%
Fish aquatic toxicity	-	0.5050	50.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.45%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.36%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.51%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.40%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.18%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.52%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.20%	89.00%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	92.94%	83.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.19%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.75%	95.89%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	89.94%	98.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.24%	90.08%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	89.01%	96.21%
CHEMBL3691	Q13822	Autotaxin	88.42%	96.39%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.58%	85.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.26%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.10%	93.04%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.61%	94.33%
CHEMBL333	P08253	Matrix metalloproteinase-2	86.59%	96.31%
CHEMBL5255	O00206	Toll-like receptor 4	85.91%	92.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.30%	96.47%
CHEMBL226	P30542	Adenosine A1 receptor	84.81%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.61%	91.24%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.44%	94.66%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.93%	93.56%
CHEMBL237	P41145	Kappa opioid receptor	83.15%	98.10%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.27%	100.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.73%	95.36%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.64%	95.58%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.33%	92.94%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.28%	88.56%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.14%	90.24%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.10%	96.77%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.93%	95.83%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.51%	82.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.34%	94.00%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 101481714
• LOTUS: LTS0182420
• wikiData: Q104921521