Leptosphin A

Details

• Internal ID: b7ae997c-d10b-44ea-ad40-e4fc33c35087
• Taxonomy: Benzenoids > Naphthalenes > Naphthothiophenes
• IUPAC Name: (5S)-3-(hydroxymethyl)-4,5-dimethyl-6,7-dihydro-5H-benzo[f][1]benzothiol-8-one
• InChI: InChI=1S/C15H16O2S/c1-8-3-4-12(17)11-5-13-15(9(2)14(8)11)10(6-16)7-18-13/h5,7-8,16H,3-4,6H2,1-2H3/t8-/m0/s1
• InChI Key: RFOVZVUDHBZNBJ-QMMMGPOBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₂S
• Molecular Weight: 260.40 g/mol
• Exact Mass: 260.08710092 g/mol
• Topological Polar Surface Area (TPSA): 65.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• (5S)-3-(hydroxymethyl)-4,5-dimethyl-6,7-dihydro-5H-benzo(f)(1)benzothiol-8-one
• (5S)-3-(hydroxymethyl)-4,5-dimethyl-6,7-dihydro-5H-benzo[f][1]benzothiol-8-one
• RefChem:152869
• CHEBI:211189
• (5S)-3-(hydroxymethyl)-4,5-dimethyl-6,7-dihydro-5H-benzo[][1]benzothiol-8-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7908	79.08%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6236	62.36%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8985	89.85%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6988	69.88%
P-glycoprotein inhibitior	-	0.9419	94.19%
P-glycoprotein substrate	-	0.8145	81.45%
CYP3A4 substrate	+	0.5875	58.75%
CYP2C9 substrate	-	0.5872	58.72%
CYP2D6 substrate	-	0.8196	81.96%
CYP3A4 inhibition	-	0.5460	54.60%
CYP2C9 inhibition	-	0.5415	54.15%
CYP2C19 inhibition	+	0.6650	66.50%
CYP2D6 inhibition	-	0.8377	83.77%
CYP1A2 inhibition	+	0.8289	82.89%
CYP2C8 inhibition	-	0.7323	73.23%
CYP inhibitory promiscuity	-	0.5390	53.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6495	64.95%
Eye corrosion	-	0.9812	98.12%
Eye irritation	-	0.8214	82.14%
Skin irritation	-	0.7945	79.45%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	+	0.6763	67.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6127	61.27%
Micronuclear	-	0.7841	78.41%
Hepatotoxicity	-	0.5185	51.85%
skin sensitisation	-	0.6337	63.37%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9203	92.03%
Acute Oral Toxicity (c)	III	0.7100	71.00%
Estrogen receptor binding	+	0.5569	55.69%
Androgen receptor binding	-	0.5258	52.58%
Thyroid receptor binding	-	0.7424	74.24%
Glucocorticoid receptor binding	+	0.5828	58.28%
Aromatase binding	-	0.7880	78.80%
PPAR gamma	-	0.6023	60.23%
Honey bee toxicity	-	0.9193	91.93%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9258	92.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.80%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.18%	97.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.56%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.18%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.45%	96.09%
CHEMBL3012	Q13946	Phosphodiesterase 7A	84.42%	99.29%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.91%	90.71%
CHEMBL4208	P20618	Proteasome component C5	83.36%	90.00%
CHEMBL226	P30542	Adenosine A1 receptor	82.31%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.42%	89.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	81.32%	98.46%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.80%	91.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.50%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683426
• LOTUS: LTS0020292
• wikiData: Q105235517