5,15,18-Trihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.01,13.03,11.04,9.014,19]docosa-6,8,16-triene-2,12-dione

Details

• Internal ID: 3c0a5eb8-b079-438b-9630-3648253a7cce
• Taxonomy: Organoheterocyclic compounds > Diazinanes > Piperazines > Thiodioxopiperazines > Epipolythiodioxopiperazines
• IUPAC Name: 5,15,18-trihydroxy-21,22-dithia-3,13-diazahexacyclo[9.9.2.01,13.03,11.04,9.014,19]docosa-6,8,16-triene-2,12-dione
• SMILES (Canonical): C1C2C(C=CC(C2N3C14C(=O)N5C6C(C=CC=C6CC5(C3=O)SS4)O)O)O
• SMILES (Isomeric): C1C2C(C=CC(C2N3C14C(=O)N5C6C(C=CC=C6CC5(C3=O)SS4)O)O)O
• InChI: InChI=1S/C18H18N2O5S2/c21-10-4-5-12(23)14-9(10)7-18-16(25)19-13-8(2-1-3-11(13)22)6-17(19,26-27-18)15(24)20(14)18/h1-5,9-14,21-23H,6-7H2
• InChI Key: QQJSAUCLZJFHSB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈N₂O₅S₂
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.06571403 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -0.25
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9227	92.27%
Caco-2	-	0.6548	65.48%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7122	71.22%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9368	93.68%
OATP1B3 inhibitior	+	0.9379	93.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9316	93.16%
BSEP inhibitior	-	0.8364	83.64%
P-glycoprotein inhibitior	-	0.8068	80.68%
P-glycoprotein substrate	-	0.7272	72.72%
CYP3A4 substrate	+	0.6127	61.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8136	81.36%
CYP3A4 inhibition	-	0.6048	60.48%
CYP2C9 inhibition	-	0.5700	57.00%
CYP2C19 inhibition	-	0.6534	65.34%
CYP2D6 inhibition	-	0.8333	83.33%
CYP1A2 inhibition	-	0.6819	68.19%
CYP2C8 inhibition	-	0.8037	80.37%
CYP inhibitory promiscuity	-	0.6504	65.04%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5886	58.86%
Eye corrosion	-	0.9801	98.01%
Eye irritation	-	0.9563	95.63%
Skin irritation	-	0.7468	74.68%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5981	59.81%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	+	0.5836	58.36%
skin sensitisation	-	0.8393	83.93%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7414	74.14%
Acute Oral Toxicity (c)	III	0.5153	51.53%
Estrogen receptor binding	+	0.6416	64.16%
Androgen receptor binding	+	0.6785	67.85%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6751	67.51%
Aromatase binding	-	0.5174	51.74%
PPAR gamma	+	0.5803	58.03%
Honey bee toxicity	-	0.6091	60.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.8231	82.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	94.87%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.35%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.33%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.08%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.63%	96.77%
CHEMBL2581	P07339	Cathepsin D	85.28%	98.95%
CHEMBL3137261	O14744	PRMT5/MEP50 complex	82.74%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.55%	94.45%
CHEMBL4208	P20618	Proteasome component C5	81.90%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.08%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162979680
• LOTUS: LTS0160533
• wikiData: Q104196094