(4S,4aR,5E,7aR)-5-[(E)-but-2-enylidene]-2,3,4,7a-tetrahydro-1H-cyclopenta[b]pyridine-4,4a-diol

Details

• Internal ID: db006248-3dd3-4ef1-a590-6cb2e8bbf857
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: (4S,4aR,5E,7aR)-5-[(E)-but-2-enylidene]-2,3,4,7a-tetrahydro-1H-cyclopenta[b]pyridine-4,4a-diol
• InChI: InChI=1S/C12H17NO2/c1-2-3-4-9-5-6-10-12(9,15)11(14)7-8-13-10/h2-6,10-11,13-15H,7-8H2,1H3/b3-2+,9-4+/t10-,11+,12-/m1/s1
• InChI Key: ARZACIBPCRSMMK-BYXYKIIKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.27 g/mol
• Exact Mass: 207.125928785 g/mol
• Topological Polar Surface Area (TPSA): 52.50 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.51
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9620	96.20%
Caco-2	-	0.6210	62.10%
Blood Brain Barrier	+	0.5379	53.79%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5289	52.89%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.9296	92.96%
OATP1B3 inhibitior	+	0.9568	95.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9031	90.31%
P-glycoprotein inhibitior	-	0.9709	97.09%
P-glycoprotein substrate	-	0.7740	77.40%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	+	0.3619	36.19%
CYP3A4 inhibition	-	0.9828	98.28%
CYP2C9 inhibition	-	0.8885	88.85%
CYP2C19 inhibition	-	0.8714	87.14%
CYP2D6 inhibition	-	0.8819	88.19%
CYP1A2 inhibition	-	0.8787	87.87%
CYP2C8 inhibition	-	0.8997	89.97%
CYP inhibitory promiscuity	-	0.9075	90.75%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6198	61.98%
Eye corrosion	-	0.9766	97.66%
Eye irritation	-	0.9063	90.63%
Skin irritation	-	0.6934	69.34%
Skin corrosion	-	0.8307	83.07%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7605	76.05%
Micronuclear	-	0.5668	56.68%
Hepatotoxicity	+	0.5752	57.52%
skin sensitisation	-	0.7610	76.10%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8068	80.68%
Acute Oral Toxicity (c)	III	0.5566	55.66%
Estrogen receptor binding	-	0.8287	82.87%
Androgen receptor binding	-	0.7118	71.18%
Thyroid receptor binding	-	0.6245	62.45%
Glucocorticoid receptor binding	-	0.7812	78.12%
Aromatase binding	-	0.8165	81.65%
PPAR gamma	-	0.6683	66.83%
Honey bee toxicity	-	0.9316	93.16%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.9884	98.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	92.86%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.04%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	88.81%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	88.36%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.83%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.32%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.05%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.60%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.88%	90.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163187875
• LOTUS: LTS0184418
• wikiData: Q104917669