5,16,21,32,36-Pentabromo-4,20-dihydroxy-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.214,17.13,7.119,23]octatriaconta-1(32),3,5,7(38),14,16,19,21,23(35),28,30,33,36-tridecaene-11,26-dione

Details

• Internal ID: f64ce806-97cb-4b06-92fe-bd9db4864101
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 5,16,21,32,36-pentabromo-4,20-dihydroxy-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.214,17.13,7.119,23]octatriaconta-1(32),3,5,7(38),14,16,19,21,23(35),28,30,33,36-tridecaene-11,26-dione
• SMILES (Canonical): C1CNC(=O)C(=NO)CC2=CC(=C(C(=C2)Br)OC3=C(C(=CC(=C3)CC(=NO)C(=O)NC=CC4=CC(=C(C=C4)OC5=C(C(=CC1=C5)Br)O)Br)Br)O)Br
• SMILES (Isomeric): C1CNC(=O)C(=NO)CC2=CC(=C(C(=C2)Br)OC3=C(C(=CC(=C3)CC(=NO)C(=O)NC=CC4=CC(=C(C=C4)OC5=C(C(=CC1=C5)Br)O)Br)Br)O)Br
• InChI: InChI=1S/C34H25Br5N4O8/c35-20-7-16-1-2-27(20)50-28-14-17(8-21(36)30(28)44)4-6-41-33(46)25(42-48)12-18-10-23(38)32(24(39)11-18)51-29-15-19(9-22(37)31(29)45)13-26(43-49)34(47)40-5-3-16/h1-3,5,7-11,14-15,44-45,48-49H,4,6,12-13H2,(H,40,47)(H,41,46)
• InChI Key: YCBNAUHIFJRIQW-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₂₅Br₅N₄O₈
• Molecular Weight: 1017.10 g/mol
• Exact Mass: 1015.75483 g/mol
• Topological Polar Surface Area (TPSA): 182.00 Ų
• XlogP: 9.60
• Atomic LogP (AlogP): 8.70
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9073	90.73%
Caco-2	-	0.8851	88.51%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4651	46.51%
OATP2B1 inhibitior	+	0.7134	71.34%
OATP1B1 inhibitior	+	0.8814	88.14%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9772	97.72%
P-glycoprotein inhibitior	+	0.7665	76.65%
P-glycoprotein substrate	-	0.5737	57.37%
CYP3A4 substrate	+	0.6108	61.08%
CYP2C9 substrate	-	0.7952	79.52%
CYP2D6 substrate	-	0.8380	83.80%
CYP3A4 inhibition	-	0.6437	64.37%
CYP2C9 inhibition	-	0.6392	63.92%
CYP2C19 inhibition	-	0.5699	56.99%
CYP2D6 inhibition	-	0.8413	84.13%
CYP1A2 inhibition	-	0.5317	53.17%
CYP2C8 inhibition	+	0.5469	54.69%
CYP inhibitory promiscuity	-	0.6421	64.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6900	69.00%
Carcinogenicity (trinary)	Non-required	0.5445	54.45%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.7569	75.69%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5661	56.61%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8238	82.38%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8722	87.22%
Acute Oral Toxicity (c)	III	0.5887	58.87%
Estrogen receptor binding	+	0.7873	78.73%
Androgen receptor binding	+	0.7420	74.20%
Thyroid receptor binding	+	0.5621	56.21%
Glucocorticoid receptor binding	+	0.6333	63.33%
Aromatase binding	+	0.5959	59.59%
PPAR gamma	+	0.7371	73.71%
Honey bee toxicity	-	0.8227	82.27%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.8944	89.44%

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	99.26%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	96.39%	95.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.47%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.43%	89.00%
CHEMBL5145	P15056	Serine/threonine-protein kinase B-raf	91.22%	97.90%
CHEMBL5443	O00311	Cell division cycle 7-related protein kinase	90.08%	96.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.82%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.77%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.18%	83.57%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.02%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.00%	99.23%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.91%	95.64%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	84.25%	88.84%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.18%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.45%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.74%	95.56%
CHEMBL240	Q12809	HERG	81.01%	89.76%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.87%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.83%	96.09%
CHEMBL2535	P11166	Glucose transporter	80.67%	98.75%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.58%	83.10%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.09%	96.77%

Plants that contains it

• Heptapleurum heptaphyllum
• Tribulus terrestris
• Zanthoxylum brachyacanthum

Cross-Links

• PubChem: 6850241
• NPASS: NPC231900
• LOTUS: LTS0002269
• wikiData: Q105346173