N-[5-hydroxy-5-[7-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-7-oxohepta-1,3,5-trienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-4-methyloct-2-enamide

Details

• Internal ID: f804cc45-7ef6-4288-95db-c60c19b5c66f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: N-[5-hydroxy-5-[7-[(2-hydroxy-5-oxocyclopenten-1-yl)amino]-7-oxohepta-1,3,5-trienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-4-methyloct-2-enamide
• SMILES (Canonical): CCCCC(C)C=CC(=O)NC1=CC(C2C(C1=O)O2)(C=CC=CC=CC(=O)NC3=C(CCC3=O)O)O
• SMILES (Isomeric): CCCCC(C)C=CC(=O)NC1=CC(C2C(C1=O)O2)(C=CC=CC=CC(=O)NC3=C(CCC3=O)O)O
• InChI: InChI=1S/C27H32N2O7/c1-3-4-9-17(2)11-14-22(33)28-18-16-27(35,26-25(36-26)24(18)34)15-8-6-5-7-10-21(32)29-23-19(30)12-13-20(23)31/h5-8,10-11,14-17,25-26,30,35H,3-4,9,12-13H2,1-2H3,(H,28,33)(H,29,32)
• InChI Key: LEERCZRUWSNMMK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₂N₂O₇
• Molecular Weight: 496.60 g/mol
• Exact Mass: 496.22095136 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6140	61.40%
Caco-2	-	0.8429	84.29%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5723	57.23%
OATP2B1 inhibitior	-	0.5702	57.02%
OATP1B1 inhibitior	+	0.8605	86.05%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9246	92.46%
OCT2 inhibitior	-	0.9072	90.72%
BSEP inhibitior	+	0.9099	90.99%
P-glycoprotein inhibitior	+	0.6909	69.09%
P-glycoprotein substrate	+	0.6151	61.51%
CYP3A4 substrate	+	0.6880	68.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8870	88.70%
CYP3A4 inhibition	-	0.6460	64.60%
CYP2C9 inhibition	-	0.7358	73.58%
CYP2C19 inhibition	-	0.7155	71.55%
CYP2D6 inhibition	-	0.9034	90.34%
CYP1A2 inhibition	-	0.8075	80.75%
CYP2C8 inhibition	+	0.5198	51.98%
CYP inhibitory promiscuity	-	0.7342	73.42%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6048	60.48%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9443	94.43%
Skin irritation	-	0.7369	73.69%
Skin corrosion	-	0.9126	91.26%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7756	77.56%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.5210	52.10%
skin sensitisation	-	0.8247	82.47%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.6628	66.28%
Acute Oral Toxicity (c)	III	0.5363	53.63%
Estrogen receptor binding	+	0.7185	71.85%
Androgen receptor binding	+	0.7140	71.40%
Thyroid receptor binding	-	0.4903	49.03%
Glucocorticoid receptor binding	+	0.6329	63.29%
Aromatase binding	+	0.5443	54.43%
PPAR gamma	+	0.7235	72.35%
Honey bee toxicity	-	0.8797	87.97%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7605	76.05%

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	98.55%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.50%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.23%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	94.11%	98.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.99%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.95%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.58%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.86%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.09%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.98%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.53%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.18%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	85.71%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	85.26%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.64%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.73%	89.34%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.38%	99.23%
CHEMBL268	P43235	Cathepsin K	82.01%	96.85%
CHEMBL221	P23219	Cyclooxygenase-1	81.20%	90.17%
CHEMBL5028	O14672	ADAM10	80.40%	97.50%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.32%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.20%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85097000
• LOTUS: LTS0275169
• wikiData: Q104170866