[(1R,2R,3E,5R,7S,9E,11R,12S,14R,15S,16S,17S)-17-benzyl-5-hydroxy-5,7,14,15-tetramethyl-6,19-dioxo-13-oxa-18-azatetracyclo[9.8.0.01,16.012,14]nonadeca-3,9-dien-2-yl] acetate

Details

• Internal ID: 58f8637d-25ac-4159-b23d-c7fc17bbf502
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives
• IUPAC Name: [(1R,2R,3E,5R,7S,9E,11R,12S,14R,15S,16S,17S)-17-benzyl-5-hydroxy-5,7,14,15-tetramethyl-6,19-dioxo-13-oxa-18-azatetracyclo[9.8.0.01,16.012,14]nonadeca-3,9-dien-2-yl] acetate
• SMILES (Canonical): CC1CC=CC2C3C(O3)(C(C4C2(C(C=CC(C1=O)(C)O)OC(=O)C)C(=O)NC4CC5=CC=CC=C5)C)C
• SMILES (Isomeric): C[C@H]1C/C=C/[C@H]2[C@H]3[C@](O3)([C@H]([C@H]4[C@@]2([C@@H](/C=C/[C@@](C1=O)(C)O)OC(=O)C)C(=O)N[C@H]4CC5=CC=CC=C5)C)C
• InChI: InChI=1S/C30H37NO6/c1-17-10-9-13-21-26-29(5,37-26)18(2)24-22(16-20-11-7-6-8-12-20)31-27(34)30(21,24)23(36-19(3)32)14-15-28(4,35)25(17)33/h6-9,11-15,17-18,21-24,26,35H,10,16H2,1-5H3,(H,31,34)/b13-9+,15-14+/t17-,18-,21-,22-,23+,24+,26-,28+,29+,30+/m0/s1
• InChI Key: XHEQULXTQLICFN-SOANIXTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₇NO₆
• Molecular Weight: 507.60 g/mol
• Exact Mass: 507.26208790 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9371	93.71%
Caco-2	-	0.7136	71.36%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Plasma membrane	0.5579	55.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8445	84.45%
OATP1B3 inhibitior	+	0.9139	91.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9495	94.95%
P-glycoprotein inhibitior	-	0.6470	64.70%
P-glycoprotein substrate	+	0.6471	64.71%
CYP3A4 substrate	+	0.6983	69.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8534	85.34%
CYP3A4 inhibition	-	0.7837	78.37%
CYP2C9 inhibition	-	0.7911	79.11%
CYP2C19 inhibition	-	0.8194	81.94%
CYP2D6 inhibition	-	0.9146	91.46%
CYP1A2 inhibition	-	0.9064	90.64%
CYP2C8 inhibition	+	0.6300	63.00%
CYP inhibitory promiscuity	+	0.5671	56.71%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5000	50.00%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9601	96.01%
Skin irritation	-	0.7618	76.18%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6554	65.54%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5543	55.43%
skin sensitisation	-	0.8326	83.26%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5876	58.76%
Acute Oral Toxicity (c)	I	0.4996	49.96%
Estrogen receptor binding	+	0.7150	71.50%
Androgen receptor binding	+	0.6827	68.27%
Thyroid receptor binding	+	0.6632	66.32%
Glucocorticoid receptor binding	+	0.7900	79.00%
Aromatase binding	+	0.6307	63.07%
PPAR gamma	+	0.6791	67.91%
Honey bee toxicity	-	0.6352	63.52%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9248	92.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.19%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.71%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.10%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.70%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.63%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.53%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.50%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	87.80%	83.82%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.22%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.18%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.64%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.34%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.95%	99.23%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	82.75%	97.64%
CHEMBL3401	O75469	Pregnane X receptor	82.56%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.67%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	80.30%	90.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.27%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163195588
• LOTUS: LTS0014889
• wikiData: Q105328060