(1,3-diacetyloxy-11-diazo-4,9-dihydroxy-2-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[b]fluoren-2-yl) 2-methylpropanoate

Details

• Internal ID: 46e3b1cf-9911-47b2-b330-1904d73ce976
• Taxonomy: Benzenoids > Naphthalenes > Naphthols and derivatives
• IUPAC Name: (1,3-diacetyloxy-11-diazo-4,9-dihydroxy-2-methyl-5,10-dioxo-3,4-dihydro-1H-benzo[b]fluoren-2-yl) 2-methylpropanoate
• SMILES (Canonical): CC(C)C(=O)OC1(C(C(C2=C(C1OC(=O)C)C(=[N+]=[N-])C3=C2C(=O)C4=C(C3=O)C(=CC=C4)O)O)OC(=O)C)C
• SMILES (Isomeric): CC(C)C(=O)OC1(C(C(C2=C(C1OC(=O)C)C(=[N+]=[N-])C3=C2C(=O)C4=C(C3=O)C(=CC=C4)O)O)OC(=O)C)C
• InChI: InChI=1S/C26H24N2O10/c1-9(2)25(35)38-26(5)23(36-10(3)29)18-16(22(34)24(26)37-11(4)30)15-17(19(18)28-27)21(33)14-12(20(15)32)7-6-8-13(14)31/h6-9,22-24,31,34H,1-5H3
• InChI Key: ZTAVSQVTZIBGBH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₄N₂O₁₀
• Molecular Weight: 524.50 g/mol
• Exact Mass: 524.14309497 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.54
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9551	95.51%
Caco-2	-	0.7579	75.79%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8447	84.47%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.8803	88.03%
OATP1B3 inhibitior	+	0.9219	92.19%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7329	73.29%
P-glycoprotein inhibitior	+	0.7343	73.43%
P-glycoprotein substrate	+	0.5163	51.63%
CYP3A4 substrate	+	0.6855	68.55%
CYP2C9 substrate	-	0.7898	78.98%
CYP2D6 substrate	-	0.8877	88.77%
CYP3A4 inhibition	-	0.8595	85.95%
CYP2C9 inhibition	-	0.5335	53.35%
CYP2C19 inhibition	-	0.5840	58.40%
CYP2D6 inhibition	-	0.8207	82.07%
CYP1A2 inhibition	+	0.5476	54.76%
CYP2C8 inhibition	+	0.5823	58.23%
CYP inhibitory promiscuity	+	0.5607	56.07%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6830	68.30%
Carcinogenicity (trinary)	Non-required	0.4078	40.78%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.8736	87.36%
Skin irritation	-	0.7412	74.12%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5428	54.28%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.8112	81.12%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5509	55.09%
Acute Oral Toxicity (c)	III	0.5537	55.37%
Estrogen receptor binding	+	0.7721	77.21%
Androgen receptor binding	+	0.7293	72.93%
Thyroid receptor binding	+	0.5401	54.01%
Glucocorticoid receptor binding	+	0.6828	68.28%
Aromatase binding	-	0.4942	49.42%
PPAR gamma	+	0.7676	76.76%
Honey bee toxicity	-	0.5563	55.63%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.82%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.56%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.81%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.47%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.27%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.06%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	90.78%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	90.73%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	89.58%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.90%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.47%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.80%	85.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.72%	90.08%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.22%	92.62%
CHEMBL2535	P11166	Glucose transporter	84.06%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.59%	94.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.30%	94.62%
CHEMBL1951	P21397	Monoamine oxidase A	82.06%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.73%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.54%	95.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.52%	97.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.26%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163191219
• LOTUS: LTS0142243
• wikiData: Q104202765