(2S)-1,2-bis[5-[(E)-hept-5-en-1,3-diynyl]thiophen-2-yl]-2-hydroxypentane-1,4-dione

Details

• Internal ID: 85526bd3-02db-47ea-963f-1da1aa94b531
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones > Aryl alkyl ketones
• IUPAC Name: (2S)-1,2-bis[5-[(E)-hept-5-en-1,3-diynyl]thiophen-2-yl]-2-hydroxypentane-1,4-dione
• SMILES (Canonical): CC=CC#CC#CC1=CC=C(S1)C(=O)C(CC(=O)C)(C2=CC=C(S2)C#CC#CC=CC)O
• SMILES (Isomeric): C/C=C/C#CC#CC1=CC=C(S1)C(=O)[C@@](CC(=O)C)(C2=CC=C(S2)C#CC#C/C=C/C)O
• InChI: InChI=1S/C27H20O3S2/c1-4-6-8-10-12-14-22-16-18-24(31-22)26(29)27(30,20-21(3)28)25-19-17-23(32-25)15-13-11-9-7-5-2/h4-7,16-19,30H,20H2,1-3H3/b6-4+,7-5+/t27-/m1/s1
• InChI Key: YIPZRWXKZQNUSS-NWSZPDKLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₀O₃S₂
• Molecular Weight: 456.60 g/mol
• Exact Mass: 456.08538684 g/mol
• Topological Polar Surface Area (TPSA): 111.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.72
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9717	97.17%
Caco-2	-	0.8232	82.32%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6934	69.34%
OATP2B1 inhibitior	-	0.7127	71.27%
OATP1B1 inhibitior	+	0.8731	87.31%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9710	97.10%
P-glycoprotein inhibitior	+	0.6468	64.68%
P-glycoprotein substrate	-	0.7444	74.44%
CYP3A4 substrate	+	0.5254	52.54%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8273	82.73%
CYP3A4 inhibition	-	0.5725	57.25%
CYP2C9 inhibition	-	0.7510	75.10%
CYP2C19 inhibition	-	0.7156	71.56%
CYP2D6 inhibition	-	0.8818	88.18%
CYP1A2 inhibition	-	0.7796	77.96%
CYP2C8 inhibition	+	0.4949	49.49%
CYP inhibitory promiscuity	-	0.6717	67.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.5078	50.78%
Eye corrosion	-	0.9616	96.16%
Eye irritation	-	0.9494	94.94%
Skin irritation	-	0.7201	72.01%
Skin corrosion	-	0.8801	88.01%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5928	59.28%
Micronuclear	-	0.6641	66.41%
Hepatotoxicity	+	0.6803	68.03%
skin sensitisation	+	0.5262	52.62%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6115	61.15%
Acute Oral Toxicity (c)	III	0.6136	61.36%
Estrogen receptor binding	+	0.8140	81.40%
Androgen receptor binding	+	0.7025	70.25%
Thyroid receptor binding	+	0.6129	61.29%
Glucocorticoid receptor binding	+	0.7054	70.54%
Aromatase binding	+	0.6331	63.31%
PPAR gamma	+	0.7021	70.21%
Honey bee toxicity	-	0.9086	90.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9124	91.24%

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	94.25%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.37%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.16%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.86%	90.24%
CHEMBL2581	P07339	Cathepsin D	87.59%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.57%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.92%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.45%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.40%	96.00%
CHEMBL4208	P20618	Proteasome component C5	80.36%	90.00%

Plants that contains it

• Xanthopappus subacaulis

Cross-Links

• PubChem: 162917539
• LOTUS: LTS0256098
• wikiData: Q105348971