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

Details

• Internal ID: 405359c1-118e-4882-847d-20d53a96a8ca
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-4,5-dihydroxy-2-[[(10R)-10-hydroxy-8-[(2S)-2-methylbutanoyl]-3-oxo-1,4,8-triazacyclotridec-1-yl]oxy]-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl benzoate
• SMILES (Canonical): CCC(C)C(=O)N1CCCNC(=O)CN(CCCC(C1)O)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)O)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/C34H53N3O14/c1-4-19(2)31(45)36-14-9-13-35-24(39)17-37(15-8-12-22(38)16-36)51-34-30(28(43)25(40)20(3)48-34)50-33-29(44)27(42)26(41)23(49-33)18-47-32(46)21-10-6-5-7-11-21/h5-7,10-11,19-20,22-23,25-30,33-34,38,40-44H,4,8-9,12-18H2,1-3H3,(H,35,39)/t19-,20-,22+,23+,25-,26+,27-,28+,29+,30+,33-,34-/m0/s1
• InChI Key: SUGOIWKUSHLGPG-BGQUFRTOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₃N₃O₁₄
• Molecular Weight: 727.80 g/mol
• Exact Mass: 727.35275337 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.73
• H-Bond Acceptor: 15
• H-Bond Donor: 7
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5129	51.29%
Caco-2	-	0.8721	87.21%
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	+	0.8436	84.36%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7458	74.58%
P-glycoprotein inhibitior	+	0.6697	66.97%
P-glycoprotein substrate	+	0.6804	68.04%
CYP3A4 substrate	+	0.6842	68.42%
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	+	0.6208	62.08%
CYP inhibitory promiscuity	-	0.9584	95.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5435	54.35%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9216	92.16%
Skin irritation	-	0.7735	77.35%
Skin corrosion	-	0.9339	93.39%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6686	66.86%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5573	55.73%
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	-	0.9566	95.66%
Acute Oral Toxicity (c)	III	0.6175	61.75%
Estrogen receptor binding	+	0.8479	84.79%
Androgen receptor binding	+	0.5899	58.99%
Thyroid receptor binding	-	0.5511	55.11%
Glucocorticoid receptor binding	+	0.6581	65.81%
Aromatase binding	+	0.5805	58.05%
PPAR gamma	+	0.7131	71.31%
Honey bee toxicity	-	0.7839	78.39%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
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	99.55%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.88%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.12%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.54%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.30%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.60%	97.25%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	91.39%	83.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.28%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.79%	99.23%
CHEMBL226	P30542	Adenosine A1 receptor	90.73%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.26%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.25%	83.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.71%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.23%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.21%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.44%	96.47%
CHEMBL221	P23219	Cyclooxygenase-1	85.26%	90.17%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.22%	82.38%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.18%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	82.96%	92.50%
CHEMBL5028	O14672	ADAM10	82.51%	97.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.51%	91.11%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.74%	98.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.11%	100.00%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 101481713
• LOTUS: LTS0111010
• wikiData: Q105260914