[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[[(10R)-10-acetyloxy-3-oxo-8-propanoyl-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: bf69d9c8-15b9-4072-922a-23914aa96a8c
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[[(10R)-10-acetyloxy-3-oxo-8-propanoyl-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(=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): CCC(=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/C34H51N3O15/c1-4-25(40)36-14-9-13-35-24(39)17-37(15-8-12-22(16-36)49-20(3)38)52-34-31(29(44)26(41)19(2)48-34)51-33-30(45)28(43)27(42)23(50-33)18-47-32(46)21-10-6-5-7-11-21/h5-7,10-11,19,22-23,26-31,33-34,41-45H,4,8-9,12-18H2,1-3H3,(H,35,39)/t19-,22+,23+,26-,27+,28-,29+,30+,31+,33-,34-/m0/s1
• InChI Key: MWIBLCGUDMTMKO-DZZWJFCJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₁N₃O₁₅
• Molecular Weight: 741.80 g/mol
• Exact Mass: 741.33201793 g/mol
• Topological Polar Surface Area (TPSA): 243.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.79
• 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	-	0.5781	57.81%
Caco-2	-	0.8686	86.86%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.4604	46.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8354	83.54%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7595	75.95%
P-glycoprotein inhibitior	+	0.7077	70.77%
P-glycoprotein substrate	+	0.6635	66.35%
CYP3A4 substrate	+	0.6988	69.88%
CYP2C9 substrate	-	0.8028	80.28%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	+	0.5283	52.83%
CYP2C9 inhibition	-	0.8240	82.40%
CYP2C19 inhibition	-	0.8568	85.68%
CYP2D6 inhibition	-	0.7462	74.62%
CYP1A2 inhibition	-	0.8842	88.42%
CYP2C8 inhibition	+	0.7103	71.03%
CYP inhibitory promiscuity	-	0.9533	95.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5508	55.08%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9193	91.93%
Skin irritation	-	0.7759	77.59%
Skin corrosion	-	0.9351	93.51%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6788	67.88%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	-	0.5198	51.98%
skin sensitisation	-	0.8651	86.51%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.9440	94.40%
Acute Oral Toxicity (c)	III	0.6087	60.87%
Estrogen receptor binding	+	0.8770	87.70%
Androgen receptor binding	+	0.5484	54.84%
Thyroid receptor binding	-	0.5221	52.21%
Glucocorticoid receptor binding	+	0.6932	69.32%
Aromatase binding	+	0.5778	57.78%
PPAR gamma	+	0.7381	73.81%
Honey bee toxicity	-	0.7748	77.48%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.4734	47.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.55%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.65%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.99%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.91%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.12%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.89%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.22%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	90.55%	93.04%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.64%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.55%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.08%	99.23%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.66%	83.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.49%	85.14%
CHEMBL5028	O14672	ADAM10	84.81%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	84.77%	92.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.11%	82.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.44%	95.56%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 101481718
• LOTUS: LTS0197740
• wikiData: Q105173586