1-[7-Hydroxy-5-(1-hydroxyethyl)-2,3,7,7a-tetrahydrocyclopenta[b]pyridin-1-yl]ethanone

Details

• Internal ID: 69e5b03a-3c8e-42ec-b579-f71c2d087ea4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid amides > Tertiary carboxylic acid amides
• IUPAC Name: 1-[7-hydroxy-5-(1-hydroxyethyl)-2,3,7,7a-tetrahydrocyclopenta[b]pyridin-1-yl]ethanone
• SMILES (Canonical): CC(C1=CC(C2C1=CCCN2C(=O)C)O)O
• SMILES (Isomeric): CC(C1=CC(C2C1=CCCN2C(=O)C)O)O
• InChI: InChI=1S/C12H17NO3/c1-7(14)10-6-11(16)12-9(10)4-3-5-13(12)8(2)15/h4,6-7,11-12,14,16H,3,5H2,1-2H3
• InChI Key: IYMNSGJJJFXKDP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇NO₃
• Molecular Weight: 223.27 g/mol
• Exact Mass: 223.12084340 g/mol
• Topological Polar Surface Area (TPSA): 60.80 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): 0.22
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9495	94.95%
Caco-2	+	0.6162	61.62%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6553	65.53%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9266	92.66%
OATP1B3 inhibitior	+	0.9515	95.15%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6567	65.67%
BSEP inhibitior	-	0.9214	92.14%
P-glycoprotein inhibitior	-	0.9737	97.37%
P-glycoprotein substrate	-	0.6376	63.76%
CYP3A4 substrate	-	0.5395	53.95%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8279	82.79%
CYP3A4 inhibition	-	0.9345	93.45%
CYP2C9 inhibition	-	0.8533	85.33%
CYP2C19 inhibition	-	0.8347	83.47%
CYP2D6 inhibition	-	0.8356	83.56%
CYP1A2 inhibition	-	0.5592	55.92%
CYP2C8 inhibition	-	0.9777	97.77%
CYP inhibitory promiscuity	-	0.7354	73.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5970	59.70%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.9516	95.16%
Skin irritation	-	0.7312	73.12%
Skin corrosion	-	0.9069	90.69%
Ames mutagenesis	-	0.6537	65.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.7780	77.80%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5676	56.76%
skin sensitisation	-	0.8590	85.90%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6373	63.73%
Acute Oral Toxicity (c)	III	0.6178	61.78%
Estrogen receptor binding	-	0.9237	92.37%
Androgen receptor binding	-	0.6333	63.33%
Thyroid receptor binding	-	0.7827	78.27%
Glucocorticoid receptor binding	-	0.7908	79.08%
Aromatase binding	-	0.8753	87.53%
PPAR gamma	-	0.7361	73.61%
Honey bee toxicity	-	0.9019	90.19%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.7546	75.46%

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	98.01%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.96%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.45%	97.25%
CHEMBL4208	P20618	Proteasome component C5	91.18%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.40%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.07%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	84.78%	83.82%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.71%	98.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.70%	97.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.85%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.62%	95.56%

Plants that contains it

• Ancistrocladus abbreviatus

Cross-Links

• PubChem: 163081842
• LOTUS: LTS0235597
• wikiData: Q105212405