[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[[(10R)-10-acetyloxy-8-butanoyl-3-oxo-1,4,8-triazacyclotridec-1-yl]oxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl benzoate

Details

• Internal ID: 7563074b-1863-4449-9646-c56d4a5369ff
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[[(10R)-10-acetyloxy-8-butanoyl-3-oxo-1,4,8-triazacyclotridec-1-yl]oxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl benzoate
• SMILES (Canonical): CCCC(=O)N1CCCNC(=O)CN(CCCC(C1)OC(=O)C)OC2C(C(C(C(O2)C)O)O)OC3C(C(C(C(O3)COC(=O)C4=CC=CC=C4)O)O)O
• SMILES (Isomeric): CCCC(=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)COC(=O)C4=CC=CC=C4)O)O)O
• InChI: InChI=1S/C35H53N3O15/c1-4-10-26(41)37-15-9-14-36-25(40)18-38(16-8-13-23(17-37)50-21(3)39)53-35-32(30(45)27(42)20(2)49-35)52-34-31(46)29(44)28(43)24(51-34)19-48-33(47)22-11-6-5-7-12-22/h5-7,11-12,20,23-24,27-32,34-35,42-46H,4,8-10,13-19H2,1-3H3,(H,36,40)/t20-,23+,24+,27-,28+,29-,30+,31+,32+,34-,35-/m0/s1
• InChI Key: KKNQHORKGWLTRK-FNEAOZKTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₃N₃O₁₅
• Molecular Weight: 755.80 g/mol
• Exact Mass: 755.34766799 g/mol
• Topological Polar Surface Area (TPSA): 243.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.40
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5129	51.29%
Caco-2	-	0.8700	87.00%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Lysosomes	0.4205	42.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8326	83.26%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6719	67.19%
P-glycoprotein inhibitior	+	0.7121	71.21%
P-glycoprotein substrate	+	0.6994	69.94%
CYP3A4 substrate	+	0.7029	70.29%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	+	0.6516	65.16%
CYP2C9 inhibition	-	0.8034	80.34%
CYP2C19 inhibition	-	0.8389	83.89%
CYP2D6 inhibition	-	0.7418	74.18%
CYP1A2 inhibition	-	0.8885	88.85%
CYP2C8 inhibition	+	0.7141	71.41%
CYP inhibitory promiscuity	-	0.9584	95.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5435	54.35%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9191	91.91%
Skin irritation	-	0.7735	77.35%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6773	67.73%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5573	55.73%
skin sensitisation	-	0.8628	86.28%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.9299	92.99%
Acute Oral Toxicity (c)	III	0.6175	61.75%
Estrogen receptor binding	+	0.8637	86.37%
Androgen receptor binding	+	0.5478	54.78%
Thyroid receptor binding	-	0.5330	53.30%
Glucocorticoid receptor binding	+	0.6864	68.64%
Aromatase binding	+	0.5661	56.61%
PPAR gamma	+	0.7412	74.12%
Honey bee toxicity	-	0.7717	77.17%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.6727	67.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.30%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	97.24%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.17%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.18%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.97%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.04%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.02%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.35%	95.89%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.78%	83.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.67%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.91%	97.25%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.77%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.85%	85.14%
CHEMBL5255	O00206	Toll-like receptor 4	86.59%	92.50%
CHEMBL5028	O14672	ADAM10	85.58%	97.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.37%	82.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.78%	95.56%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.59%	95.83%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.23%	92.94%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 101481716
• LOTUS: LTS0040793
• wikiData: Q105142272