[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[[(10R)-10-acetyloxy-8-(2-methylpropanoyl)-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: 3a198787-da26-4d74-9412-191dae4e2c15
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[[(10R)-10-acetyloxy-8-(2-methylpropanoyl)-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): CC1C(C(C(C(O1)ON2CCCC(CN(CCCNC(=O)C2)C(=O)C(C)C)OC(=O)C)OC3C(C(C(C(O3)COC(=O)C4=CC=CC=C4)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)ON2CCC[C@H](CN(CCCNC(=O)C2)C(=O)C(C)C)OC(=O)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)COC(=O)C4=CC=CC=C4)O)O)O)O)O
• InChI: InChI=1S/C35H53N3O15/c1-19(2)32(46)37-14-9-13-36-25(40)17-38(15-8-12-23(16-37)50-21(4)39)53-35-31(29(44)26(41)20(3)49-35)52-34-30(45)28(43)27(42)24(51-34)18-48-33(47)22-10-6-5-7-11-22/h5-7,10-11,19-20,23-24,26-31,34-35,41-45H,8-9,12-18H2,1-4H3,(H,36,40)/t20-,23+,24+,26-,27+,28-,29+,30+,31+,34-,35-/m0/s1
• InChI Key: PROIQBABUADKFF-NWSAQZMDSA-N
• Popularity: 1 reference 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: -0.50
• Atomic LogP (AlogP): -1.55
• H-Bond Acceptor: 16
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6369	63.69%
Caco-2	-	0.8676	86.76%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.4934	49.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8456	84.56%
OATP1B3 inhibitior	+	0.9225	92.25%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7767	77.67%
P-glycoprotein inhibitior	+	0.7189	71.89%
P-glycoprotein substrate	+	0.6547	65.47%
CYP3A4 substrate	+	0.6980	69.80%
CYP2C9 substrate	-	0.7988	79.88%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	+	0.6495	64.95%
CYP2C9 inhibition	-	0.8193	81.93%
CYP2C19 inhibition	-	0.8144	81.44%
CYP2D6 inhibition	-	0.8217	82.17%
CYP1A2 inhibition	-	0.8959	89.59%
CYP2C8 inhibition	+	0.6214	62.14%
CYP inhibitory promiscuity	-	0.9584	95.84%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5404	54.04%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.7735	77.35%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6943	69.43%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5521	55.21%
skin sensitisation	-	0.8625	86.25%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.9186	91.86%
Acute Oral Toxicity (c)	III	0.6067	60.67%
Estrogen receptor binding	+	0.8670	86.70%
Androgen receptor binding	+	0.6007	60.07%
Thyroid receptor binding	-	0.5083	50.83%
Glucocorticoid receptor binding	+	0.7097	70.97%
Aromatase binding	+	0.5661	56.61%
PPAR gamma	+	0.7578	75.78%
Honey bee toxicity	-	0.7535	75.35%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	-	0.4549	45.49%

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	97.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.12%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.79%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.46%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.67%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.38%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.94%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.40%	96.61%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	90.18%	83.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.62%	91.49%
CHEMBL3524	P56524	Histone deacetylase 4	88.83%	92.97%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.76%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.20%	93.04%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.34%	85.14%
CHEMBL5028	O14672	ADAM10	87.02%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.60%	96.47%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	84.94%	91.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.97%	95.56%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.22%	98.33%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	82.21%	83.57%
CHEMBL3401	O75469	Pregnane X receptor	81.09%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.19%	96.00%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 101481717
• LOTUS: LTS0148252
• wikiData: Q105213841