(1S,12R,13S,16S,18S)-12-[2-(4-hydroxyphenyl)ethyl]-18-methoxy-15-methyl-5,7-dioxa-15-azapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9-triene-11,14-dione

Details

• Internal ID: 41b89fa4-6fcb-4d7d-a5f3-78259f7b0e1f
• Taxonomy: Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
• IUPAC Name: (1S,12R,13S,16S,18S)-12-[2-(4-hydroxyphenyl)ethyl]-18-methoxy-15-methyl-5,7-dioxa-15-azapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9-triene-11,14-dione
• InChI: InChI=1S/C27H29NO6/c1-28-23-11-17(32-2)9-10-27(23)20-13-22-21(33-14-34-22)12-19(20)25(30)18(24(27)26(28)31)8-5-15-3-6-16(29)7-4-15/h3-4,6-7,12-13,17-18,23-24,29H,5,8-11,14H2,1-2H3/t17-,18+,23-,24+,27-/m0/s1
• InChI Key: IUSCMAAPQPVJOE-KYZOLGBSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₉NO₆
• Molecular Weight: 463.50 g/mol
• Exact Mass: 463.19948764 g/mol
• Topological Polar Surface Area (TPSA): 85.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9307	93.07%
Caco-2	-	0.5884	58.84%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6499	64.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8505	85.05%
OATP1B3 inhibitior	+	0.9339	93.39%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9847	98.47%
P-glycoprotein inhibitior	+	0.8917	89.17%
P-glycoprotein substrate	+	0.6375	63.75%
CYP3A4 substrate	+	0.6925	69.25%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	-	0.8291	82.91%
CYP3A4 inhibition	+	0.8788	87.88%
CYP2C9 inhibition	-	0.6147	61.47%
CYP2C19 inhibition	+	0.6177	61.77%
CYP2D6 inhibition	-	0.8420	84.20%
CYP1A2 inhibition	-	0.8231	82.31%
CYP2C8 inhibition	+	0.6765	67.65%
CYP inhibitory promiscuity	-	0.6132	61.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5794	57.94%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9490	94.90%
Skin irritation	-	0.8158	81.58%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.5154	51.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7751	77.51%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	-	0.5628	56.28%
skin sensitisation	-	0.8910	89.10%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7738	77.38%
Acute Oral Toxicity (c)	III	0.7187	71.87%
Estrogen receptor binding	+	0.8731	87.31%
Androgen receptor binding	+	0.8042	80.42%
Thyroid receptor binding	-	0.5139	51.39%
Glucocorticoid receptor binding	+	0.8645	86.45%
Aromatase binding	+	0.5893	58.93%
PPAR gamma	+	0.6360	63.60%
Honey bee toxicity	-	0.7584	75.84%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9587	95.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.61%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.65%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.42%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.94%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.30%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.06%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.55%	86.33%
CHEMBL233	P35372	Mu opioid receptor	93.02%	97.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.52%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.82%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.31%	97.25%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	90.28%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.13%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.39%	93.40%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.30%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.77%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.98%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.00%	96.95%
CHEMBL4208	P20618	Proteasome component C5	84.21%	90.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	83.65%	82.38%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.18%	97.28%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	81.78%	90.95%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.96%	95.34%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.92%	95.53%
CHEMBL3820	P35557	Hexokinase type IV	80.28%	91.96%

Plants that contains it

• Galanthus plicatus

Cross-Links

• PubChem: 162906008
• LOTUS: LTS0144620
• wikiData: Q105120798