1-[(5S,8S)-2,5-dimethyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-8-yl]-2-hydroxyethanone

Details

• Internal ID: fd8ca12f-0685-4bb7-8094-0a25cdbb50ae
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Methylpyridines
• IUPAC Name: 1-[(5S,8S)-2,5-dimethyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-8-yl]-2-hydroxyethanone
• InChI: InChI=1S/C14H19NO2/c1-9-3-5-11(14(17)8-16)7-13-12(9)6-4-10(2)15-13/h4,6,9,11,16H,3,5,7-8H2,1-2H3/t9-,11-/m0/s1
• InChI Key: PHANHBRQZNTKQI-ONGXEEELSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 233.31 g/mol
• Exact Mass: 233.141578849 g/mol
• Topological Polar Surface Area (TPSA): 50.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.01
• 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	+	0.9953	99.53%
Caco-2	+	0.7380	73.80%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6292	62.92%
OATP2B1 inhibitior	-	0.8532	85.32%
OATP1B1 inhibitior	+	0.9263	92.63%
OATP1B3 inhibitior	+	0.9408	94.08%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.5793	57.93%
P-glycoprotein inhibitior	-	0.9812	98.12%
P-glycoprotein substrate	-	0.5760	57.60%
CYP3A4 substrate	+	0.5360	53.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7461	74.61%
CYP3A4 inhibition	-	0.7861	78.61%
CYP2C9 inhibition	-	0.8188	81.88%
CYP2C19 inhibition	-	0.7759	77.59%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	+	0.5353	53.53%
CYP2C8 inhibition	-	0.5586	55.86%
CYP inhibitory promiscuity	-	0.9006	90.06%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7702	77.02%
Eye corrosion	-	0.9766	97.66%
Eye irritation	-	0.9581	95.81%
Skin irritation	-	0.7175	71.75%
Skin corrosion	-	0.9356	93.56%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6158	61.58%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5305	53.05%
skin sensitisation	-	0.7299	72.99%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5895	58.95%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6418	64.18%
Acute Oral Toxicity (c)	III	0.6751	67.51%
Estrogen receptor binding	-	0.8137	81.37%
Androgen receptor binding	-	0.7270	72.70%
Thyroid receptor binding	-	0.6046	60.46%
Glucocorticoid receptor binding	+	0.5754	57.54%
Aromatase binding	-	0.8286	82.86%
PPAR gamma	-	0.8392	83.92%
Honey bee toxicity	-	0.9784	97.84%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	-	0.7440	74.40%

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	93.00%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.62%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	87.31%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.82%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.05%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.53%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.67%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.90%	86.00%

Plants that contains it

• Artemisia rupestris

Cross-Links

• PubChem: 56930755
• LOTUS: LTS0096135
• wikiData: Q105208826