2-(5-Acetyloxy-1-methyl-2,3,5,6,7,7a-hexahydroindol-7-yl)benzoic acid

Details

• Internal ID: fb383214-80d4-437f-aa71-c5fd115ccd43
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: 2-(5-acetyloxy-1-methyl-2,3,5,6,7,7a-hexahydroindol-7-yl)benzoic acid
• InChI: InChI=1S/C18H21NO4/c1-11(20)23-13-9-12-7-8-19(2)17(12)16(10-13)14-5-3-4-6-15(14)18(21)22/h3-6,9,13,16-17H,7-8,10H2,1-2H3,(H,21,22)
• InChI Key: GSIMSPGRWYRESN-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₁NO₄
• Molecular Weight: 315.40 g/mol
• Exact Mass: 315.14705815 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	+	0.8212	82.12%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7723	77.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9287	92.87%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.8324	83.24%
P-glycoprotein substrate	-	0.6180	61.80%
CYP3A4 substrate	+	0.5880	58.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7686	76.86%
CYP3A4 inhibition	+	0.5184	51.84%
CYP2C9 inhibition	-	0.7750	77.50%
CYP2C19 inhibition	-	0.7669	76.69%
CYP2D6 inhibition	-	0.6292	62.92%
CYP1A2 inhibition	-	0.5083	50.83%
CYP2C8 inhibition	-	0.6271	62.71%
CYP inhibitory promiscuity	-	0.8300	83.00%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5608	56.08%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9927	99.27%
Skin irritation	-	0.7702	77.02%
Skin corrosion	-	0.9342	93.42%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6924	69.24%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6301	63.01%
skin sensitisation	-	0.8727	87.27%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.7121	71.21%
Acute Oral Toxicity (c)	III	0.6215	62.15%
Estrogen receptor binding	-	0.8023	80.23%
Androgen receptor binding	-	0.5701	57.01%
Thyroid receptor binding	-	0.7224	72.24%
Glucocorticoid receptor binding	+	0.5822	58.22%
Aromatase binding	-	0.6379	63.79%
PPAR gamma	-	0.6265	62.65%
Honey bee toxicity	-	0.8758	87.58%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9760	97.60%

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	98.66%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.18%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.94%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.41%	93.00%
CHEMBL4208	P20618	Proteasome component C5	89.32%	90.00%
CHEMBL5028	O14672	ADAM10	85.59%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.64%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.17%	97.25%
CHEMBL2056	P21728	Dopamine D1 receptor	83.08%	91.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.51%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.74%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.08%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.44%	99.23%

Plants that contains it

• Clivia miniata

Cross-Links

• PubChem: 163002389
• LOTUS: LTS0128193
• wikiData: Q105017173