Napyradiomycin Cnq525.554

Details

• Internal ID: 1314cfa1-d469-48a0-b260-ff12cc882299
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: (3R,4aR,10aS)-3-bromo-4a-chloro-6,8-dihydroxy-2,2,7-trimethyl-10a-[[(1S,2S,4R)-1,3,3-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]methyl]-3,4-dihydrobenzo[g]chromene-5,10-dione
• InChI: InChI=1S/C26H32BrClO6/c1-12-14(29)9-13-18(19(12)30)21(32)25(28)11-16(27)23(4,5)34-26(25,20(13)31)10-15-22(2,3)17-7-8-24(15,6)33-17/h9,15-17,29-30H,7-8,10-11H2,1-6H3/t15-,16+,17+,24-,25-,26-/m0/s1
• InChI Key: UGEWFNIBLSXHJU-VCQHOALXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₂BrClO₆
• Molecular Weight: 555.90 g/mol
• Exact Mass: 554.10708 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.45
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (3R,4aR,10aS)-3-bromo-4a-chloro-6,8-dihydroxy-2,2,7-trimethyl-10a-[[(1S,2S,4R)-1,3,3-trimethyl-7-oxabicyclo[2.2.1]heptan-2-yl]methyl]-3,4-dihydrobenzo[g]chromene-5,10-dione
• (3R,4aR,10aS)-3-bromo-4a-chloro-6,8-dihydroxy-2,2,7-trimethyl-10a-(((1R,3S,4S)-2,2,4-trimethyl-7-oxabicyclo(2.2.1)heptan-3-yl)methyl)-3,4-dihydrobenzo(g)chromene-5,10-dione
• (3R,4aR,10aS)-3-bromo-4a-chloro-6,8-dihydroxy-2,2,7-trimethyl-10a-(((1S,2S,4R)-1,3,3-trimethyl-7-oxabicyclo(2.2.1)heptan-2-yl)methyl)-3,4-dihydrobenzo(g)chromene-5,10-dione
• (3R,4aR,10aS)-3-bromo-4a-chloro-6,8-dihydroxy-2,2,7-trimethyl-10a-[[(1R,3S,4S)-2,2,4-trimethyl-7-oxabicyclo[2.2.1]heptan-3-yl]methyl]-3,4-dihydrobenzo[g]chromene-5,10-dione
• RefChem:164805
• CHEMBL3104841
• CHEBI:222886

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	-	0.6229	62.29%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7001	70.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8093	80.93%
OATP1B3 inhibitior	+	0.9284	92.84%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5612	56.12%
P-glycoprotein inhibitior	-	0.4663	46.63%
P-glycoprotein substrate	-	0.6614	66.14%
CYP3A4 substrate	+	0.7072	70.72%
CYP2C9 substrate	-	0.6022	60.22%
CYP2D6 substrate	-	0.8196	81.96%
CYP3A4 inhibition	-	0.8472	84.72%
CYP2C9 inhibition	-	0.6896	68.96%
CYP2C19 inhibition	-	0.8065	80.65%
CYP2D6 inhibition	-	0.8878	88.78%
CYP1A2 inhibition	-	0.7105	71.05%
CYP2C8 inhibition	+	0.6875	68.75%
CYP inhibitory promiscuity	-	0.6460	64.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8338	83.38%
Carcinogenicity (trinary)	Non-required	0.4653	46.53%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.9285	92.85%
Skin irritation	-	0.7376	73.76%
Skin corrosion	-	0.8834	88.34%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7028	70.28%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5468	54.68%
skin sensitisation	-	0.8300	83.00%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7054	70.54%
Acute Oral Toxicity (c)	III	0.4854	48.54%
Estrogen receptor binding	+	0.8134	81.34%
Androgen receptor binding	+	0.7321	73.21%
Thyroid receptor binding	+	0.6834	68.34%
Glucocorticoid receptor binding	+	0.8340	83.40%
Aromatase binding	+	0.8648	86.48%
PPAR gamma	+	0.7598	75.98%
Honey bee toxicity	-	0.7797	77.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	99.66%	91.11%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.86%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.74%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.04%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	92.52%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.25%	99.15%
CHEMBL2581	P07339	Cathepsin D	90.82%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.40%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.35%	86.33%
CHEMBL240	Q12809	HERG	90.00%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.68%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.08%	91.07%
CHEMBL1937	Q92769	Histone deacetylase 2	87.95%	94.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.63%	89.34%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	85.40%	95.34%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.77%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.22%	96.09%
CHEMBL259	P32245	Melanocortin receptor 4	83.71%	95.38%
CHEMBL1871	P10275	Androgen Receptor	83.44%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.43%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.75%	94.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.75%	90.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.49%	96.38%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.31%	97.28%
CHEMBL1951	P21397	Monoamine oxidase A	82.20%	91.49%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.49%	85.11%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.96%	100.00%
CHEMBL4208	P20618	Proteasome component C5	80.82%	90.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.71%	90.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76328312
• LOTUS: LTS0251254
• wikiData: Q105272296