(2S)-4-(2-chloroethyl)-2-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-3-methyl-1,2-dihydropyrrol-5-one

Details

• Internal ID: 717cceaf-cb04-4ade-9090-ed6d40d684b1
• Taxonomy: Organoheterocyclic compounds > Pyrrolines
• IUPAC Name: (2S)-4-(2-chloroethyl)-2-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-3-methyl-1,2-dihydropyrrol-5-one
• InChI: InChI=1S/C14H20ClNO2/c1-9-11(7-8-15)14(18)16-12(9)13(17)10-5-3-2-4-6-10/h3,5,10,12-13,17H,2,4,6-8H2,1H3,(H,16,18)/t10-,12+,13+/m1/s1
• InChI Key: IZKIYDNYHNTWOM-WXHSDQCUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀ClNO₂
• Molecular Weight: 269.77 g/mol
• Exact Mass: 269.1182566 g/mol
• Topological Polar Surface Area (TPSA): 49.30 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	-	0.6316	63.16%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7970	79.70%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7622	76.22%
P-glycoprotein inhibitior	-	0.9036	90.36%
P-glycoprotein substrate	-	0.6930	69.30%
CYP3A4 substrate	+	0.5666	56.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8919	89.19%
CYP3A4 inhibition	-	0.5306	53.06%
CYP2C9 inhibition	-	0.6484	64.84%
CYP2C19 inhibition	-	0.6557	65.57%
CYP2D6 inhibition	-	0.8974	89.74%
CYP1A2 inhibition	-	0.5450	54.50%
CYP2C8 inhibition	-	0.8418	84.18%
CYP inhibitory promiscuity	-	0.6205	62.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8444	84.44%
Carcinogenicity (trinary)	Non-required	0.6015	60.15%
Eye corrosion	-	0.9784	97.84%
Eye irritation	-	0.9973	99.73%
Skin irritation	-	0.7479	74.79%
Skin corrosion	-	0.9047	90.47%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6445	64.45%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7976	79.76%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6929	69.29%
Acute Oral Toxicity (c)	III	0.6266	62.66%
Estrogen receptor binding	-	0.6553	65.53%
Androgen receptor binding	-	0.6567	65.67%
Thyroid receptor binding	-	0.5395	53.95%
Glucocorticoid receptor binding	+	0.5818	58.18%
Aromatase binding	-	0.7916	79.16%
PPAR gamma	+	0.6396	63.96%
Honey bee toxicity	-	0.9131	91.31%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.6810	68.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.27%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.84%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.36%	95.56%
CHEMBL4208	P20618	Proteasome component C5	92.33%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.31%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.06%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.89%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	86.20%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.65%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.29%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.98%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.82%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.59%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11149889
• LOTUS: LTS0226641
• wikiData: Q105123263