1-[(5R,8S)-2,5-dimethyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-8-yl]-3-hydroxypropan-1-one

Details

• Internal ID: 169b5864-e97a-44f0-afd5-eedf1239c347
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Methylpyridines
• IUPAC Name: 1-[(5R,8S)-2,5-dimethyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-8-yl]-3-hydroxypropan-1-one
• InChI: InChI=1S/C15H21NO2/c1-10-3-5-12(15(18)7-8-17)9-14-13(10)6-4-11(2)16-14/h4,6,10,12,17H,3,5,7-9H2,1-2H3/t10-,12+/m1/s1
• InChI Key: CIPXPFHZHAHVKR-PWSUYJOCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁NO₂
• Molecular Weight: 247.33 g/mol
• Exact Mass: 247.157228913 g/mol
• Topological Polar Surface Area (TPSA): 50.20 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.7816	78.16%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5474	54.74%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9116	91.16%
OATP1B3 inhibitior	+	0.9471	94.71%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.5058	50.58%
P-glycoprotein inhibitior	-	0.9699	96.99%
P-glycoprotein substrate	-	0.6526	65.26%
CYP3A4 substrate	+	0.5378	53.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7461	74.61%
CYP3A4 inhibition	-	0.5464	54.64%
CYP2C9 inhibition	-	0.8814	88.14%
CYP2C19 inhibition	-	0.8017	80.17%
CYP2D6 inhibition	-	0.8922	89.22%
CYP1A2 inhibition	+	0.5369	53.69%
CYP2C8 inhibition	+	0.5495	54.95%
CYP inhibitory promiscuity	-	0.9541	95.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7769	77.69%
Eye corrosion	-	0.9773	97.73%
Eye irritation	-	0.9004	90.04%
Skin irritation	-	0.7313	73.13%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5398	53.98%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5305	53.05%
skin sensitisation	-	0.7699	76.99%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6170	61.70%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7118	71.18%
Acute Oral Toxicity (c)	III	0.6341	63.41%
Estrogen receptor binding	-	0.8394	83.94%
Androgen receptor binding	-	0.7584	75.84%
Thyroid receptor binding	+	0.5318	53.18%
Glucocorticoid receptor binding	+	0.6079	60.79%
Aromatase binding	-	0.8076	80.76%
PPAR gamma	-	0.6793	67.93%
Honey bee toxicity	-	0.9702	97.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.8095	80.95%

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	92.74%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	92.26%	91.49%
CHEMBL2581	P07339	Cathepsin D	90.29%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.73%	86.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.36%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.04%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.86%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.18%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.82%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.82%	95.56%

Plants that contains it

• Artemisia rupestris

Cross-Links

• PubChem: 56930753
• LOTUS: LTS0181030
• wikiData: Q104960112