[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl] 7-benzoyl-5,9-bis(3-methylbut-2-enyl)-10H-phenazine-1-carboxylate

Details

• Internal ID: 8d4aa714-c245-4634-a486-7af759cfce8b
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinoxalines > Phenazines and derivatives
• IUPAC Name: [(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl] 7-benzoyl-5,9-bis(3-methylbut-2-enyl)-10H-phenazine-1-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC(=O)C2=C3C(=CC=C2)N(C4=CC(=CC(=C4N3)CC=C(C)C)C(=O)C5=CC=CC=C5)CC=C(C)C)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC(=O)C2=C3C(=CC=C2)N(C4=CC(=CC(=C4N3)CC=C(C)C)C(=O)C5=CC=CC=C5)CC=C(C)C)O)O)O
• InChI: InChI=1S/C36H40N2O7/c1-20(2)14-15-24-18-25(32(40)23-10-7-6-8-11-23)19-28-29(24)37-30-26(12-9-13-27(30)38(28)17-16-21(3)4)35(43)45-36-34(42)33(41)31(39)22(5)44-36/h6-14,16,18-19,22,31,33-34,36-37,39,41-42H,15,17H2,1-5H3/t22-,31+,33-,34+,36+/m1/s1
• InChI Key: ISXDPWVSFUTKTJ-HDWVDOBVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₄₀N₂O₇
• Molecular Weight: 612.70 g/mol
• Exact Mass: 612.28355162 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.57
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6254	62.54%
Caco-2	-	0.8203	82.03%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.3453	34.53%
OATP2B1 inhibitior	-	0.5710	57.10%
OATP1B1 inhibitior	+	0.8821	88.21%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9865	98.65%
P-glycoprotein inhibitior	+	0.8138	81.38%
P-glycoprotein substrate	+	0.5493	54.93%
CYP3A4 substrate	+	0.6379	63.79%
CYP2C9 substrate	+	0.6052	60.52%
CYP2D6 substrate	-	0.8569	85.69%
CYP3A4 inhibition	-	0.9113	91.13%
CYP2C9 inhibition	-	0.8129	81.29%
CYP2C19 inhibition	-	0.7531	75.31%
CYP2D6 inhibition	-	0.8314	83.14%
CYP1A2 inhibition	-	0.6585	65.85%
CYP2C8 inhibition	+	0.7298	72.98%
CYP inhibitory promiscuity	-	0.8246	82.46%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4911	49.11%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9398	93.98%
Skin irritation	-	0.7740	77.40%
Skin corrosion	-	0.9376	93.76%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7161	71.61%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.8671	86.71%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8875	88.75%
Acute Oral Toxicity (c)	III	0.6412	64.12%
Estrogen receptor binding	+	0.7747	77.47%
Androgen receptor binding	+	0.6501	65.01%
Thyroid receptor binding	+	0.5733	57.33%
Glucocorticoid receptor binding	+	0.7270	72.70%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7540	75.40%
Honey bee toxicity	-	0.8051	80.51%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9860	98.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.61%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.38%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.00%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.62%	91.11%
CHEMBL2535	P11166	Glucose transporter	95.05%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	94.41%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	93.78%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.36%	97.36%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.24%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	87.15%	94.62%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	85.77%	85.83%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.57%	83.00%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	84.33%	91.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.45%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.96%	95.56%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	82.89%	81.11%
CHEMBL4208	P20618	Proteasome component C5	81.76%	90.00%
CHEMBL5028	O14672	ADAM10	81.64%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.05%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.92%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.76%	95.50%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.73%	89.44%

Plants that contains it

• Cytisus scoparius
• Pearsonia cajanifolia

Cross-Links

• PubChem: 162886291
• LOTUS: LTS0016978
• wikiData: Q105150867