5,6,15-Trihydroxy-11-methylsulfanyl-21,22-dithia-3,13-diazahexacyclo[14.4.2.01,13.03,11.04,9.014,19]docosane-2,8,12,18-tetrone

Details

• Internal ID: 7cf75678-afc4-4c7a-bc97-456c9c7299c1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: 5,6,15-trihydroxy-11-methylsulfanyl-21,22-dithia-3,13-diazahexacyclo[14.4.2.01,13.03,11.04,9.014,19]docosane-2,8,12,18-tetrone
• SMILES (Canonical): CSC12CC3C(N1C(=O)C45CC6C(N4C2=O)C(C(CC6=O)SS5)O)C(C(CC3=O)O)O
• SMILES (Isomeric): CSC12CC3C(N1C(=O)C45CC6C(N4C2=O)C(C(CC6=O)SS5)O)C(C(CC3=O)O)O
• InChI: InChI=1S/C19H22N2O7S3/c1-29-18-4-6-8(22)2-10(24)14(25)12(6)20(18)17(28)19-5-7-9(23)3-11(30-31-19)15(26)13(7)21(19)16(18)27/h6-7,10-15,24-26H,2-5H2,1H3
• InChI Key: PWTRPOVBBGDOBW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O₇S₃
• Molecular Weight: 486.60 g/mol
• Exact Mass: 486.05891457 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -1.02
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5189	51.89%
Caco-2	-	0.7596	75.96%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5041	50.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9103	91.03%
OATP1B3 inhibitior	+	0.9404	94.04%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7696	76.96%
P-glycoprotein inhibitior	-	0.6206	62.06%
P-glycoprotein substrate	-	0.5459	54.59%
CYP3A4 substrate	+	0.6028	60.28%
CYP2C9 substrate	-	0.7989	79.89%
CYP2D6 substrate	-	0.8271	82.71%
CYP3A4 inhibition	-	0.8020	80.20%
CYP2C9 inhibition	-	0.7720	77.20%
CYP2C19 inhibition	-	0.7603	76.03%
CYP2D6 inhibition	-	0.8746	87.46%
CYP1A2 inhibition	-	0.7724	77.24%
CYP2C8 inhibition	-	0.7802	78.02%
CYP inhibitory promiscuity	-	0.9311	93.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5939	59.39%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.9593	95.93%
Skin irritation	-	0.7520	75.20%
Skin corrosion	-	0.9147	91.47%
Ames mutagenesis	-	0.6398	63.98%
Human Ether-a-go-go-Related Gene inhibition	-	0.6335	63.35%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5324	53.24%
skin sensitisation	-	0.8330	83.30%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6802	68.02%
Acute Oral Toxicity (c)	III	0.5650	56.50%
Estrogen receptor binding	+	0.6447	64.47%
Androgen receptor binding	+	0.7328	73.28%
Thyroid receptor binding	-	0.5667	56.67%
Glucocorticoid receptor binding	+	0.5439	54.39%
Aromatase binding	+	0.5265	52.65%
PPAR gamma	+	0.6120	61.20%
Honey bee toxicity	-	0.6602	66.02%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.3674	36.74%

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	98.28%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.27%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.71%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	91.57%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.67%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.26%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.34%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.53%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.50%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 56679861
• LOTUS: LTS0147240
• wikiData: Q104195491