5,15-Dihydroxy-1,11-bis(methylsulfanyl)-3,13-diazapentacyclo[11.7.0.03,11.04,9.014,19]icosa-6,8,16,18-tetraene-2,12-dione

Details

• Internal ID: f4765701-0a53-474e-b6b8-0a8dcbcd1d72
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: 5,15-dihydroxy-1,11-bis(methylsulfanyl)-3,13-diazapentacyclo[11.7.0.03,11.04,9.014,19]icosa-6,8,16,18-tetraene-2,12-dione
• SMILES (Canonical): CSC12CC3=CC=CC(C3N1C(=O)C4(CC5=CC=CC(C5N4C2=O)O)SC)O
• SMILES (Isomeric): CSC12CC3=CC=CC(C3N1C(=O)C4(CC5=CC=CC(C5N4C2=O)O)SC)O
• InChI: InChI=1S/C20H22N2O4S2/c1-27-19-9-11-5-3-7-13(23)15(11)21(19)18(26)20(28-2)10-12-6-4-8-14(24)16(12)22(20)17(19)25/h3-8,13-16,23-24H,9-10H2,1-2H3
• InChI Key: YZIXVRLPOWUHSZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂N₂O₄S₂
• Molecular Weight: 418.50 g/mol
• Exact Mass: 418.10209953 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.03
• H-Bond Acceptor: 6
• 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	+	0.8584	85.84%
Caco-2	+	0.5198	51.98%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5695	56.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9437	94.37%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7899	78.99%
BSEP inhibitior	-	0.5409	54.09%
P-glycoprotein inhibitior	-	0.6128	61.28%
P-glycoprotein substrate	-	0.8039	80.39%
CYP3A4 substrate	+	0.5147	51.47%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.8035	80.35%
CYP3A4 inhibition	-	0.7957	79.57%
CYP2C9 inhibition	-	0.6213	62.13%
CYP2C19 inhibition	-	0.7107	71.07%
CYP2D6 inhibition	-	0.8507	85.07%
CYP1A2 inhibition	-	0.6990	69.90%
CYP2C8 inhibition	-	0.9285	92.85%
CYP inhibitory promiscuity	-	0.5335	53.35%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5430	54.30%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9578	95.78%
Skin irritation	-	0.7378	73.78%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4593	45.93%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8540	85.40%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.6720	67.20%
Acute Oral Toxicity (c)	III	0.4877	48.77%
Estrogen receptor binding	+	0.5573	55.73%
Androgen receptor binding	+	0.7022	70.22%
Thyroid receptor binding	+	0.5926	59.26%
Glucocorticoid receptor binding	+	0.6738	67.38%
Aromatase binding	-	0.5723	57.23%
PPAR gamma	-	0.4858	48.58%
Honey bee toxicity	-	0.8666	86.66%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8237	82.37%

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	98.73%	83.82%
CHEMBL2581	P07339	Cathepsin D	94.31%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.85%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.56%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.76%	93.40%
CHEMBL4208	P20618	Proteasome component C5	85.83%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.52%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.30%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163063663
• LOTUS: LTS0254225
• wikiData: Q104202216