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

Details

• Internal ID: e199cad4-804a-4d16-8579-4d934ef0594c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: 5,8,15,18-tetrahydroxy-1,11-bis(methylsulfanyl)-3,13-diazapentacyclo[11.7.0.03,11.04,9.014,19]icosa-6,16-diene-2,12-dione
• SMILES (Canonical): CSC12CC3C(C=CC(C3N1C(=O)C4(CC5C(C=CC(C5N4C2=O)O)O)SC)O)O
• SMILES (Isomeric): CSC12CC3C(C=CC(C3N1C(=O)C4(CC5C(C=CC(C5N4C2=O)O)O)SC)O)O
• InChI: InChI=1S/C20H26N2O6S2/c1-29-19-7-9-11(23)3-5-13(25)15(9)21(19)18(28)20(30-2)8-10-12(24)4-6-14(26)16(10)22(20)17(19)27/h3-6,9-16,23-26H,7-8H2,1-2H3
• InChI Key: CVUVUDMOCUORTF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆N₂O₆S₂
• Molecular Weight: 454.60 g/mol
• Exact Mass: 454.12322890 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7524	75.24%
Caco-2	-	0.7338	73.38%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6396	63.96%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9425	94.25%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8149	81.49%
BSEP inhibitior	-	0.8412	84.12%
P-glycoprotein inhibitior	-	0.5759	57.59%
P-glycoprotein substrate	-	0.8749	87.49%
CYP3A4 substrate	-	0.5177	51.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7938	79.38%
CYP3A4 inhibition	-	0.7553	75.53%
CYP2C9 inhibition	-	0.7468	74.68%
CYP2C19 inhibition	-	0.7787	77.87%
CYP2D6 inhibition	-	0.8807	88.07%
CYP1A2 inhibition	-	0.7946	79.46%
CYP2C8 inhibition	-	0.9594	95.94%
CYP inhibitory promiscuity	-	0.7333	73.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5797	57.97%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9481	94.81%
Skin irritation	-	0.7517	75.17%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4661	46.61%
Micronuclear	+	0.8100	81.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.8649	86.49%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5862	58.62%
Acute Oral Toxicity (c)	III	0.5486	54.86%
Estrogen receptor binding	+	0.7077	70.77%
Androgen receptor binding	+	0.6623	66.23%
Thyroid receptor binding	+	0.5766	57.66%
Glucocorticoid receptor binding	+	0.6047	60.47%
Aromatase binding	-	0.5372	53.72%
PPAR gamma	+	0.5533	55.33%
Honey bee toxicity	-	0.7000	70.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.7400	74.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.46%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.91%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.45%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	92.29%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.91%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.72%	93.40%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.14%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.97%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.27%	97.25%
CHEMBL230	P35354	Cyclooxygenase-2	80.37%	89.63%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162957532
• LOTUS: LTS0230296
• wikiData: Q103818097