2-hydroxy-2-(8-hydroxy-1,8-dimethyl-3-oxo-7-oxa-2,9-diazabicyclo[3.3.1]nonan-6-yl)-N-[1-(8-hydroxy-1-oxo-3,4-dihydroisochromen-3-yl)-3-methylbutyl]acetamide

Details

• Internal ID: 15842139-87a7-4f0a-8fc9-d963e0ca44d5
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 2-benzopyrans
• IUPAC Name: 2-hydroxy-2-(8-hydroxy-1,8-dimethyl-3-oxo-7-oxa-2,9-diazabicyclo[3.3.1]nonan-6-yl)-N-[1-(8-hydroxy-1-oxo-3,4-dihydroisochromen-3-yl)-3-methylbutyl]acetamide
• SMILES (Canonical): CC(C)CC(C1CC2=C(C(=CC=C2)O)C(=O)O1)NC(=O)C(C3C4CC(=O)NC(N4)(C(O3)(C)O)C)O
• SMILES (Isomeric): CC(C)CC(C1CC2=C(C(=CC=C2)O)C(=O)O1)NC(=O)C(C3C4CC(=O)NC(N4)(C(O3)(C)O)C)O
• InChI: InChI=1S/C24H33N3O8/c1-11(2)8-13(16-9-12-6-5-7-15(28)18(12)22(32)34-16)25-21(31)19(30)20-14-10-17(29)27-23(3,26-14)24(4,33)35-20/h5-7,11,13-14,16,19-20,26,28,30,33H,8-10H2,1-4H3,(H,25,31)(H,27,29)
• InChI Key: FNOUTZPNCRDLBF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₃N₃O₈
• Molecular Weight: 491.50 g/mol
• Exact Mass: 491.22676502 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.33
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6276	62.76%
Caco-2	-	0.7924	79.24%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4267	42.67%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	+	0.9311	93.11%
MATE1 inhibitior	-	0.7846	78.46%
OCT2 inhibitior	-	0.9817	98.17%
BSEP inhibitior	+	0.7285	72.85%
P-glycoprotein inhibitior	-	0.4350	43.50%
P-glycoprotein substrate	+	0.7768	77.68%
CYP3A4 substrate	+	0.6871	68.71%
CYP2C9 substrate	+	0.6041	60.41%
CYP2D6 substrate	-	0.8583	85.83%
CYP3A4 inhibition	-	0.9099	90.99%
CYP2C9 inhibition	-	0.8578	85.78%
CYP2C19 inhibition	-	0.8328	83.28%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.8152	81.52%
CYP2C8 inhibition	-	0.5695	56.95%
CYP inhibitory promiscuity	-	0.9211	92.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5775	57.75%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9579	95.79%
Skin irritation	-	0.7933	79.33%
Skin corrosion	-	0.9360	93.60%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6106	61.06%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5132	51.32%
skin sensitisation	-	0.8556	85.56%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5481	54.81%
Acute Oral Toxicity (c)	III	0.5447	54.47%
Estrogen receptor binding	+	0.8013	80.13%
Androgen receptor binding	+	0.7569	75.69%
Thyroid receptor binding	+	0.6114	61.14%
Glucocorticoid receptor binding	+	0.7229	72.29%
Aromatase binding	+	0.6904	69.04%
PPAR gamma	+	0.7415	74.15%
Honey bee toxicity	-	0.8204	82.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7465	74.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.08%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.82%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.41%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.18%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.90%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	94.70%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	94.10%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.81%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.36%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.45%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.91%	93.99%
CHEMBL2094135	Q96BI3	Gamma-secretase	88.28%	98.05%
CHEMBL1937	Q92769	Histone deacetylase 2	88.22%	94.75%
CHEMBL236	P41143	Delta opioid receptor	88.11%	99.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.05%	97.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.03%	88.56%
CHEMBL340	P08684	Cytochrome P450 3A4	86.57%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.31%	97.25%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.01%	99.15%
CHEMBL221	P23219	Cyclooxygenase-1	85.72%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	85.45%	94.73%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.25%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.69%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.50%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.85%	97.28%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.89%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.78%	95.71%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.12%	96.38%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.59%	85.30%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	81.23%	83.10%
CHEMBL5028	O14672	ADAM10	80.45%	97.50%
CHEMBL233	P35372	Mu opioid receptor	80.02%	97.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74350188
• LOTUS: LTS0200096
• wikiData: Q104166569