[(19S,20R,21S,22S,26S)-20,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-3,15,26-trimethyl-6,16-dioxo-5,17-dioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] benzoate

Details

• Internal ID: 97798958-e491-4b1d-a0f6-b2c5691c2f44
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(19S,20R,21S,22S,26S)-20,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-3,15,26-trimethyl-6,16-dioxo-5,17-dioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] benzoate
• SMILES (Canonical): CC1CCC2=C(C=CC=N2)C(=O)OCC3(CC45C(C(C(C(C4(C(C(C3C5OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C6=CC=CC=C6)OC1=O)C)C
• SMILES (Isomeric): C[C@@H]1C2[C@@H]([C@@H]([C@@]3(C14CC(COC(=O)C5=C(CCC(C(=O)O2)C)N=CC=C5)(C(C4OC(=O)C)C([C@H]3OC(=O)C)OC(=O)C)C)COC(=O)C)OC(=O)C)OC(=O)C6=CC=CC=C6
• InChI: InChI=1S/C44H51NO16/c1-22-16-17-31-30(15-12-18-45-31)41(53)55-20-42(8)19-43-23(2)33(60-39(22)51)35(61-40(52)29-13-10-9-11-14-29)38(59-28(7)50)44(43,21-54-24(3)46)37(58-27(6)49)34(56-25(4)47)32(42)36(43)57-26(5)48/h9-15,18,22-23,32-38H,16-17,19-21H2,1-8H3/t22?,23-,32?,33?,34?,35+,36?,37-,38+,42?,43?,44-/m1/s1
• InChI Key: NUIWIFSXKJCQOO-BPUDJEHESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₅₁NO₁₆
• Molecular Weight: 849.90 g/mol
• Exact Mass: 849.32078454 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 17
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9490	94.90%
Caco-2	-	0.8267	82.67%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5450	54.50%
OATP2B1 inhibitior	-	0.7167	71.67%
OATP1B1 inhibitior	+	0.8391	83.91%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9941	99.41%
P-glycoprotein inhibitior	+	0.8727	87.27%
P-glycoprotein substrate	+	0.6490	64.90%
CYP3A4 substrate	+	0.7047	70.47%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.5838	58.38%
CYP2C9 inhibition	-	0.7458	74.58%
CYP2C19 inhibition	-	0.6814	68.14%
CYP2D6 inhibition	-	0.9185	91.85%
CYP1A2 inhibition	-	0.5210	52.10%
CYP2C8 inhibition	+	0.7820	78.20%
CYP inhibitory promiscuity	-	0.5392	53.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5900	59.00%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9067	90.67%
Skin irritation	-	0.8103	81.03%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7924	79.24%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8723	87.23%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5159	51.59%
Acute Oral Toxicity (c)	III	0.5878	58.78%
Estrogen receptor binding	+	0.8264	82.64%
Androgen receptor binding	+	0.7381	73.81%
Thyroid receptor binding	+	0.6345	63.45%
Glucocorticoid receptor binding	+	0.7558	75.58%
Aromatase binding	+	0.6028	60.28%
PPAR gamma	+	0.7802	78.02%
Honey bee toxicity	-	0.7714	77.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9540	95.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.78%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.12%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.11%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.13%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.25%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.78%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.65%	97.25%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.40%	81.11%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.21%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.77%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.31%	95.56%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.17%	83.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.45%	94.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.07%	93.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	87.06%	96.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.65%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.36%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.72%	99.17%
CHEMBL2535	P11166	Glucose transporter	83.24%	98.75%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.23%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.00%	91.07%
CHEMBL230	P35354	Cyclooxygenase-2	82.71%	89.63%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.51%	96.67%
CHEMBL5028	O14672	ADAM10	81.10%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.75%	95.89%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	80.73%	91.43%

Plants that contains it

• Glycyrrhiza uralensis
• Tripterygium wilfordii

Cross-Links

• PubChem: 24883722
• NPASS: NPC25459