(1R,4S,5R,6S,9S,11R,14S,15R,16S,19S)-5,15-dihydroxy-6,16-dimethoxy-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: ec30a13b-23c6-414e-b9eb-0dc858a86120
• Taxonomy: Organoheterocyclic compounds > Diazinanes > Piperazines > Thiodioxopiperazines > Epipolythiodioxopiperazines
• IUPAC Name: (1R,4S,5R,6S,9S,11R,14S,15R,16S,19S)-5,15-dihydroxy-6,16-dimethoxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.01,13.03,11.04,9.014,19]docosane-2,8,12,18-tetrone
• InChI: InChI=1S/C20H24N2O8S2/c1-29-11-3-9(23)7-5-19-18(28)22-14-8(10(24)4-12(30-2)16(14)26)6-20(22,32-31-19)17(27)21(19)13(7)15(11)25/h7-8,11-16,25-26H,3-6H2,1-2H3/t7-,8-,11+,12+,13+,14+,15+,16+,19-,20-/m1/s1
• InChI Key: WZZFRBNMRXVFNQ-ISLZJKJZSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄N₂O₈S₂
• Molecular Weight: 484.50 g/mol
• Exact Mass: 484.09740808 g/mol
• Topological Polar Surface Area (TPSA): 184.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -1.08
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6655	66.55%
Caco-2	-	0.7364	73.64%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6385	63.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9492	94.92%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7794	77.94%
BSEP inhibitior	-	0.7948	79.48%
P-glycoprotein inhibitior	-	0.4669	46.69%
P-glycoprotein substrate	-	0.8006	80.06%
CYP3A4 substrate	+	0.5852	58.52%
CYP2C9 substrate	-	0.7955	79.55%
CYP2D6 substrate	-	0.8184	81.84%
CYP3A4 inhibition	-	0.8640	86.40%
CYP2C9 inhibition	-	0.8098	80.98%
CYP2C19 inhibition	-	0.7675	76.75%
CYP2D6 inhibition	-	0.8909	89.09%
CYP1A2 inhibition	-	0.8091	80.91%
CYP2C8 inhibition	-	0.9394	93.94%
CYP inhibitory promiscuity	-	0.8611	86.11%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6103	61.03%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9275	92.75%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9213	92.13%
Ames mutagenesis	-	0.7028	70.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.7539	75.39%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5014	50.14%
skin sensitisation	-	0.8545	85.45%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7019	70.19%
Acute Oral Toxicity (c)	III	0.5495	54.95%
Estrogen receptor binding	+	0.6132	61.32%
Androgen receptor binding	+	0.7402	74.02%
Thyroid receptor binding	-	0.6182	61.82%
Glucocorticoid receptor binding	-	0.5356	53.56%
Aromatase binding	+	0.5614	56.14%
PPAR gamma	+	0.6568	65.68%
Honey bee toxicity	-	0.6617	66.17%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.6916	69.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.68%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.57%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.16%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.12%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.80%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.34%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.87%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.30%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	81.10%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162881853
• LOTUS: LTS0095545
• wikiData: Q105323707