2-[(4aR,8aS,9aS)-4,4,7-trimethyl-2-oxo-4a,5,6,8a,9,9a-hexahydrobenzo[f]indol-1-yl]acetic acid

Details

• Internal ID: e4d13714-0c05-427f-bc17-8db6ddea3cda
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolyl carboxylic acids and derivatives
• IUPAC Name: 2-[(4aR,8aS,9aS)-4,4,7-trimethyl-2-oxo-4a,5,6,8a,9,9a-hexahydrobenzo[f]indol-1-yl]acetic acid
• InChI: InChI=1S/C17H23NO3/c1-10-4-5-12-11(6-10)7-14-13(17(12,2)3)8-15(19)18(14)9-16(20)21/h6,8,11-12,14H,4-5,7,9H2,1-3H3,(H,20,21)/t11-,12-,14+/m1/s1
• InChI Key: LJNIJQLVQNRHEK-BZPMIXESSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₃
• Molecular Weight: 289.40 g/mol
• Exact Mass: 289.16779360 g/mol
• Topological Polar Surface Area (TPSA): 57.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 2
• 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	+	0.9836	98.36%
Caco-2	+	0.8126	81.26%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6828	68.28%
OATP2B1 inhibitior	-	0.8633	86.33%
OATP1B1 inhibitior	+	0.8757	87.57%
OATP1B3 inhibitior	+	0.9380	93.80%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6072	60.72%
BSEP inhibitior	-	0.7276	72.76%
P-glycoprotein inhibitior	-	0.8529	85.29%
P-glycoprotein substrate	-	0.7626	76.26%
CYP3A4 substrate	+	0.6166	61.66%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.9152	91.52%
CYP3A4 inhibition	-	0.7487	74.87%
CYP2C9 inhibition	-	0.7925	79.25%
CYP2C19 inhibition	-	0.7248	72.48%
CYP2D6 inhibition	-	0.9054	90.54%
CYP1A2 inhibition	-	0.7512	75.12%
CYP2C8 inhibition	-	0.6767	67.67%
CYP inhibitory promiscuity	-	0.7379	73.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5445	54.45%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9661	96.61%
Skin irritation	-	0.7296	72.96%
Skin corrosion	-	0.8807	88.07%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5951	59.51%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5279	52.79%
skin sensitisation	-	0.8338	83.38%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8455	84.55%
Acute Oral Toxicity (c)	III	0.7064	70.64%
Estrogen receptor binding	+	0.5960	59.60%
Androgen receptor binding	+	0.6698	66.98%
Thyroid receptor binding	-	0.5653	56.53%
Glucocorticoid receptor binding	+	0.8226	82.26%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6747	67.47%
Honey bee toxicity	-	0.9453	94.53%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9780	97.80%

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	98.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.39%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.20%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.10%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.82%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.41%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.37%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.03%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.79%	93.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44478415
• LOTUS: LTS0107737
• wikiData: Q105152676