(3aS,4S,4aS,8aR)-2-(2-chloroethyl)-4-hydroxy-3-methyl-4,4a,5,6,8,8a-hexahydro-3aH-pyrrolo[1,2-a]indole-1,7-dione

Details

• Internal ID: 4d84ae44-f417-4e07-b191-4af12110370d
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: (3aS,4S,4aS,8aR)-2-(2-chloroethyl)-4-hydroxy-3-methyl-4,4a,5,6,8,8a-hexahydro-3aH-pyrrolo[1,2-a]indole-1,7-dione
• InChI: InChI=1S/C14H18ClNO3/c1-7-9(4-5-15)14(19)16-11-6-8(17)2-3-10(11)13(18)12(7)16/h10-13,18H,2-6H2,1H3/t10-,11+,12-,13-/m0/s1
• InChI Key: LSKWKCUUZBBJFE-RNJOBUHISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈ClNO₃
• Molecular Weight: 283.75 g/mol
• Exact Mass: 283.0975211 g/mol
• Topological Polar Surface Area (TPSA): 57.60 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.6745	67.45%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8564	85.64%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9401	94.01%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.7656	76.56%
P-glycoprotein inhibitior	-	0.9060	90.60%
P-glycoprotein substrate	-	0.7078	70.78%
CYP3A4 substrate	+	0.5780	57.80%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.8854	88.54%
CYP3A4 inhibition	-	0.7064	70.64%
CYP2C9 inhibition	-	0.7653	76.53%
CYP2C19 inhibition	-	0.6834	68.34%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.6525	65.25%
CYP2C8 inhibition	-	0.9288	92.88%
CYP inhibitory promiscuity	-	0.6701	67.01%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8444	84.44%
Carcinogenicity (trinary)	Non-required	0.5382	53.82%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.8854	88.54%
Skin irritation	-	0.7592	75.92%
Skin corrosion	-	0.9038	90.38%
Ames mutagenesis	-	0.5964	59.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.7024	70.24%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5877	58.77%
skin sensitisation	-	0.8600	86.00%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6530	65.30%
Acute Oral Toxicity (c)	III	0.6250	62.50%
Estrogen receptor binding	-	0.7139	71.39%
Androgen receptor binding	+	0.5938	59.38%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5945	59.45%
Aromatase binding	-	0.7511	75.11%
PPAR gamma	-	0.5563	55.63%
Honey bee toxicity	-	0.8847	88.47%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8403	84.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.55%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.69%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.26%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.98%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.14%	97.09%
CHEMBL1075317	P61964	WD repeat-containing protein 5	83.89%	96.33%
CHEMBL1871	P10275	Androgen Receptor	83.30%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.19%	95.89%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.76%	94.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.64%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.35%	90.71%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.28%	86.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.16%	89.05%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	80.21%	95.34%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21778258
• LOTUS: LTS0018268
• wikiData: Q77571919