(3R)-3-[(1S)-2-[(1S,4aR,6R,7R,8aR)-6,7-dichloro-5,5,8a-trimethyl-2-methylidene-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-1-hydroxyethyl]pyrrolidine-2,5-dione

Details

• Internal ID: f5078fba-d3a3-44a1-b70d-e16a4ce39e05
• Taxonomy: Organoheterocyclic compounds > Pyrrolidines > Pyrrolidones > Pyrrolidine-2-ones
• IUPAC Name: (3R)-3-[(1S)-2-[(1S,4aR,6R,7R,8aR)-6,7-dichloro-5,5,8a-trimethyl-2-methylidene-4-oxo-4a,6,7,8-tetrahydro-1H-naphthalen-1-yl]-1-hydroxyethyl]pyrrolidine-2,5-dione
• InChI: InChI=1S/C20H27Cl2NO4/c1-9-5-14(25)16-19(2,3)17(22)12(21)8-20(16,4)11(9)7-13(24)10-6-15(26)23-18(10)27/h10-13,16-17,24H,1,5-8H2,2-4H3,(H,23,26,27)/t10-,11+,12-,13+,16+,17+,20-/m1/s1
• InChI Key: LPCYCSPVBDLYAI-YUYNUPNTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇Cl₂NO₄
• Molecular Weight: 416.30 g/mol
• Exact Mass: 415.1317137 g/mol
• Topological Polar Surface Area (TPSA): 83.50 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	-	0.7818	78.18%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5875	58.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8685	86.85%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6478	64.78%
P-glycoprotein inhibitior	-	0.6692	66.92%
P-glycoprotein substrate	+	0.5563	55.63%
CYP3A4 substrate	+	0.6426	64.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8345	83.45%
CYP3A4 inhibition	-	0.7913	79.13%
CYP2C9 inhibition	-	0.7019	70.19%
CYP2C19 inhibition	-	0.6204	62.04%
CYP2D6 inhibition	-	0.8998	89.98%
CYP1A2 inhibition	-	0.7948	79.48%
CYP2C8 inhibition	-	0.7440	74.40%
CYP inhibitory promiscuity	+	0.6438	64.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.4363	43.63%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9800	98.00%
Skin irritation	-	0.7104	71.04%
Skin corrosion	-	0.9096	90.96%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4287	42.87%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5700	57.00%
skin sensitisation	-	0.8289	82.89%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6293	62.93%
Acute Oral Toxicity (c)	III	0.4461	44.61%
Estrogen receptor binding	+	0.6974	69.74%
Androgen receptor binding	+	0.7168	71.68%
Thyroid receptor binding	+	0.7141	71.41%
Glucocorticoid receptor binding	+	0.8308	83.08%
Aromatase binding	+	0.6663	66.63%
PPAR gamma	+	0.5711	57.11%
Honey bee toxicity	-	0.5971	59.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9932	99.32%

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	96.22%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.80%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.35%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.49%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.33%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.33%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.21%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	86.50%	98.03%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.90%	89.34%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.68%	90.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.53%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	81.13%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10740607
• LOTUS: LTS0030219
• wikiData: Q105155086