[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[[(10R)-10-acetyloxy-8-benzoyl-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: 9fe03b68-e1c3-4be8-9024-16a5fc73017b
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[[(10R)-10-acetyloxy-8-benzoyl-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)C3=CC=CC=C3)OC(=O)C)OC4C(C(C(C(O4)COC(=O)C5=CC=CC=C5)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)C3=CC=CC=C3)OC(=O)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C5=CC=CC=C5)O)O)O)O)O
• InChI: InChI=1S/C38H51N3O15/c1-22-29(44)32(47)34(55-37-33(48)31(46)30(45)27(54-37)21-51-36(50)25-13-7-4-8-14-25)38(52-22)56-41-18-9-15-26(53-23(2)42)19-40(17-10-16-39-28(43)20-41)35(49)24-11-5-3-6-12-24/h3-8,11-14,22,26-27,29-34,37-38,44-48H,9-10,15-21H2,1-2H3,(H,39,43)/t22-,26+,27+,29-,30+,31-,32+,33+,34+,37-,38-/m0/s1
• InChI Key: KUILDRCWBSIATI-RPSBCHAMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₁N₃O₁₅
• Molecular Weight: 789.80 g/mol
• Exact Mass: 789.33201793 g/mol
• Topological Polar Surface Area (TPSA): 243.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.89
• 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	-	0.7309	73.09%
Caco-2	-	0.8701	87.01%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.4965	49.65%
OATP2B1 inhibitior	-	0.7157	71.57%
OATP1B1 inhibitior	+	0.8445	84.45%
OATP1B3 inhibitior	+	0.9246	92.46%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8952	89.52%
P-glycoprotein inhibitior	+	0.7439	74.39%
P-glycoprotein substrate	+	0.6421	64.21%
CYP3A4 substrate	+	0.6997	69.97%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	+	0.5068	50.68%
CYP2C9 inhibition	-	0.8157	81.57%
CYP2C19 inhibition	-	0.8231	82.31%
CYP2D6 inhibition	-	0.8152	81.52%
CYP1A2 inhibition	-	0.8839	88.39%
CYP2C8 inhibition	+	0.6594	65.94%
CYP inhibitory promiscuity	-	0.9421	94.21%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5464	54.64%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9220	92.20%
Skin irritation	-	0.7741	77.41%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8123	81.23%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.9092	90.92%
Acute Oral Toxicity (c)	III	0.5989	59.89%
Estrogen receptor binding	+	0.8768	87.68%
Androgen receptor binding	+	0.6017	60.17%
Thyroid receptor binding	-	0.4917	49.17%
Glucocorticoid receptor binding	+	0.7182	71.82%
Aromatase binding	+	0.5319	53.19%
PPAR gamma	+	0.7666	76.66%
Honey bee toxicity	-	0.7816	78.16%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	-	0.4046	40.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.39%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	97.02%	83.57%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.17%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.46%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.25%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.71%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	92.37%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.66%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.87%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.80%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.56%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	88.39%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.32%	83.00%
CHEMBL5028	O14672	ADAM10	86.68%	97.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.71%	82.38%
CHEMBL226	P30542	Adenosine A1 receptor	84.86%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.22%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.94%	95.56%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	82.32%	91.43%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.43%	95.83%
CHEMBL5255	O00206	Toll-like receptor 4	81.38%	92.50%
CHEMBL4208	P20618	Proteasome component C5	80.45%	90.00%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 101481715
• LOTUS: LTS0045580
• wikiData: Q105146169