(2S)-2-[8-[(2S,4S,5R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-hydroxy-3-methyl-5,7,12-trioxobenzo[b]phenanthridin-6-yl]-6-[(2,2,2-trifluoroacetyl)amino]hexanoic acid

Details

• Internal ID: 9f470d65-870c-46dd-a44c-6ce723723002
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: (2S)-2-[8-[(2S,4S,5R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-1-hydroxy-3-methyl-5,7,12-trioxobenzo[b]phenanthridin-6-yl]-6-[(2,2,2-trifluoroacetyl)amino]hexanoic acid
• InChI: InChI=1S/C32H31F3N2O11/c1-13-10-16-22(18(38)11-13)24-25(37(29(16)43)17(30(44)45)7-3-4-9-36-31(46)32(33,34)35)28(42)23-15(27(24)41)6-5-8-20(23)48-21-12-19(39)26(40)14(2)47-21/h5-6,8,10-11,14,17,19,21,26,38-40H,3-4,7,9,12H2,1-2H3,(H,36,46)(H,44,45)/t14?,17-,19-,21-,26-/m0/s1
• InChI Key: SDXAFRYAPJOIMR-JQZZONNZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₁F₃N₂O₁₁
• Molecular Weight: 676.60 g/mol
• Exact Mass: 676.18799430 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5435	54.35%
Caco-2	-	0.8645	86.45%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4306	43.06%
OATP2B1 inhibitior	+	0.7063	70.63%
OATP1B1 inhibitior	+	0.8802	88.02%
OATP1B3 inhibitior	+	0.9309	93.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8316	83.16%
BSEP inhibitior	+	0.8314	83.14%
P-glycoprotein inhibitior	+	0.7251	72.51%
P-glycoprotein substrate	+	0.8229	82.29%
CYP3A4 substrate	+	0.7343	73.43%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.8681	86.81%
CYP3A4 inhibition	-	0.6979	69.79%
CYP2C9 inhibition	-	0.6739	67.39%
CYP2C19 inhibition	-	0.5676	56.76%
CYP2D6 inhibition	-	0.9005	90.05%
CYP1A2 inhibition	-	0.6532	65.32%
CYP2C8 inhibition	+	0.6650	66.50%
CYP inhibitory promiscuity	-	0.6150	61.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5566	55.66%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9313	93.13%
Skin irritation	-	0.8008	80.08%
Skin corrosion	-	0.9417	94.17%
Ames mutagenesis	-	0.5052	50.52%
Human Ether-a-go-go-Related Gene inhibition	-	0.6520	65.20%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8891	88.91%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.8753	87.53%
Acute Oral Toxicity (c)	III	0.6337	63.37%
Estrogen receptor binding	+	0.8276	82.76%
Androgen receptor binding	+	0.6909	69.09%
Thyroid receptor binding	+	0.5942	59.42%
Glucocorticoid receptor binding	+	0.7319	73.19%
Aromatase binding	+	0.6588	65.88%
PPAR gamma	+	0.7399	73.99%
Honey bee toxicity	-	0.7181	71.81%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5290	52.90%
Fish aquatic toxicity	+	0.7656	76.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.66%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.52%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.25%	89.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	98.07%	96.38%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.94%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.63%	95.17%
CHEMBL220	P22303	Acetylcholinesterase	97.51%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.80%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	95.99%	97.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.63%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.99%	90.71%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.37%	85.31%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.61%	96.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.90%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.13%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.69%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	89.64%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.59%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.19%	94.00%
CHEMBL4805	Q99572	P2X purinoceptor 7	88.16%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.70%	96.90%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	87.00%	97.31%
CHEMBL5028	O14672	ADAM10	86.83%	97.50%
CHEMBL2535	P11166	Glucose transporter	86.36%	98.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.26%	97.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.79%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	85.67%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.52%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.72%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.00%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.68%	93.56%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.55%	93.03%
CHEMBL4581	P52732	Kinesin-like protein 1	81.35%	93.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.10%	95.89%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.98%	95.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163113422
• LOTUS: LTS0030350
• wikiData: Q105250910