5,6,15,16-Tetrahydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.01,13.03,11.04,9.014,19]docosane-2,8,12,18-tetrone

Details

• Internal ID: 7667b949-4441-4990-9af7-5f8df6e21c5c
• Taxonomy: Organoheterocyclic compounds > Diazinanes > Piperazines > Thiodioxopiperazines > Epipolythiodioxopiperazines
• IUPAC Name: 5,6,15,16-tetrahydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.01,13.03,11.04,9.014,19]docosane-2,8,12,18-tetrone
• SMILES (Canonical): C1C(C(C2C(C1=O)CC34N2C(=O)C5(CC6C(N5C3=O)C(C(CC6=O)O)O)SS4)O)O
• SMILES (Isomeric): C1C(C(C2C(C1=O)CC34N2C(=O)C5(CC6C(N5C3=O)C(C(CC6=O)O)O)SS4)O)O
• InChI: InChI=1S/C18H20N2O8S2/c21-7-1-9(23)13(25)11-5(7)3-17-15(27)20-12-6(8(22)2-10(24)14(12)26)4-18(20,30-29-17)16(28)19(11)17/h5-6,9-14,23-26H,1-4H2
• InChI Key: YNFKMTRYYNDXHU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀N₂O₈S₂
• Molecular Weight: 456.50 g/mol
• Exact Mass: 456.06610795 g/mol
• Topological Polar Surface Area (TPSA): 206.00 Ų
• XlogP: -3.70
• Atomic LogP (AlogP): -2.39
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6130	61.30%
Caco-2	-	0.7577	75.77%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6597	65.97%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9508	95.08%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8860	88.60%
BSEP inhibitior	-	0.8055	80.55%
P-glycoprotein inhibitior	-	0.6635	66.35%
P-glycoprotein substrate	-	0.8647	86.47%
CYP3A4 substrate	-	0.5106	51.06%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8206	82.06%
CYP3A4 inhibition	-	0.8608	86.08%
CYP2C9 inhibition	-	0.8019	80.19%
CYP2C19 inhibition	-	0.8155	81.55%
CYP2D6 inhibition	-	0.8782	87.82%
CYP1A2 inhibition	-	0.7886	78.86%
CYP2C8 inhibition	-	0.9694	96.94%
CYP inhibitory promiscuity	-	0.9467	94.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5978	59.78%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9278	92.78%
Skin irritation	-	0.7508	75.08%
Skin corrosion	-	0.9179	91.79%
Ames mutagenesis	-	0.7928	79.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.6098	60.98%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.5199	51.99%
skin sensitisation	-	0.8391	83.91%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5972	59.72%
Acute Oral Toxicity (c)	III	0.5567	55.67%
Estrogen receptor binding	+	0.6400	64.00%
Androgen receptor binding	+	0.7350	73.50%
Thyroid receptor binding	-	0.5695	56.95%
Glucocorticoid receptor binding	-	0.4820	48.20%
Aromatase binding	+	0.5468	54.68%
PPAR gamma	+	0.6924	69.24%
Honey bee toxicity	-	0.7098	70.98%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.4522	45.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.92%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.91%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.56%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.10%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.87%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.55%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.67%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.92%	93.40%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.93%	99.23%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	80.67%	100.00%
CHEMBL217	P14416	Dopamine D2 receptor	80.58%	95.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163064875
• LOTUS: LTS0096727
• wikiData: Q104201870