[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[[(10R)-10-acetyloxy-8-[(2S)-2-methylbutanoyl]-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: 10d340ba-b174-4844-97b3-95e614051101
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[[(10R)-10-acetyloxy-8-[(2S)-2-methylbutanoyl]-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): 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)COC(=O)C4=CC=CC=C4)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)COC(=O)C4=CC=CC=C4)O)O)O
• InChI: InChI=1S/C36H55N3O15/c1-5-20(2)33(47)38-15-10-14-37-26(41)18-39(16-9-13-24(17-38)51-22(4)40)54-36-32(30(45)27(42)21(3)50-36)53-35-31(46)29(44)28(43)25(52-35)19-49-34(48)23-11-7-6-8-12-23/h6-8,11-12,20-21,24-25,27-32,35-36,42-46H,5,9-10,13-19H2,1-4H3,(H,37,41)/t20-,21-,24+,25+,27-,28+,29-,30+,31+,32+,35-,36-/m0/s1
• InChI Key: PIGDMPQTZGINQA-HXBQRSEGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₅N₃O₁₅
• Molecular Weight: 769.80 g/mol
• Exact Mass: 769.36331806 g/mol
• Topological Polar Surface Area (TPSA): 243.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.16
• 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	-	0.8688	86.88%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Lysosomes	0.4205	42.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8342	83.42%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8302	83.02%
P-glycoprotein inhibitior	+	0.7240	72.40%
P-glycoprotein substrate	+	0.6996	69.96%
CYP3A4 substrate	+	0.6967	69.67%
CYP2C9 substrate	-	0.7988	79.88%
CYP2D6 substrate	-	0.8711	87.11%
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	+	0.6699	66.99%
CYP inhibitory promiscuity	-	0.9584	95.84%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5435	54.35%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.7735	77.35%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6699	66.99%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5323	53.23%
skin sensitisation	-	0.8628	86.28%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.9522	95.22%
Acute Oral Toxicity (c)	III	0.6175	61.75%
Estrogen receptor binding	+	0.8645	86.45%
Androgen receptor binding	+	0.5974	59.74%
Thyroid receptor binding	-	0.5138	51.38%
Glucocorticoid receptor binding	+	0.6955	69.55%
Aromatase binding	+	0.5626	56.26%
PPAR gamma	+	0.7506	75.06%
Honey bee toxicity	-	0.7585	75.85%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
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	99.66%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.77%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.99%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.99%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.06%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.24%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.75%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.06%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.79%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	89.54%	91.49%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.05%	96.61%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.94%	93.04%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.69%	83.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.13%	96.47%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.02%	83.57%
CHEMBL5028	O14672	ADAM10	85.94%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.23%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	84.21%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	82.46%	92.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.46%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.43%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.32%	93.56%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.82%	82.38%
CHEMBL4208	P20618	Proteasome component C5	80.24%	90.00%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 101481712
• LOTUS: LTS0203815
• wikiData: Q105209492