methyl (5R,8S)-2,5-dimethyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-8-carboxylate

Details

• Internal ID: 3f6905a1-40a4-4182-adba-e9576483761a
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Methylpyridines
• IUPAC Name: methyl (5R,8S)-2,5-dimethyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-8-carboxylate
• SMILES (Canonical): CC1CCC(CC2=C1C=CC(=N2)C)C(=O)OC
• SMILES (Isomeric): C[C@@H]1CC[C@@H](CC2=C1C=CC(=N2)C)C(=O)OC
• InChI: InChI=1S/C14H19NO2/c1-9-4-6-11(14(16)17-3)8-13-12(9)7-5-10(2)15-13/h5,7,9,11H,4,6,8H2,1-3H3/t9-,11+/m1/s1
• InChI Key: UCZKCDVFOFEBTO-KOLCDFICSA-N
• Popularity: 0 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): 39.20 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.62
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8271	82.71%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4615	46.15%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9431	94.31%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5965	59.65%
P-glycoprotein inhibitior	-	0.9709	97.09%
P-glycoprotein substrate	-	0.6110	61.10%
CYP3A4 substrate	+	0.5763	57.63%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8278	82.78%
CYP3A4 inhibition	-	0.9040	90.40%
CYP2C9 inhibition	-	0.8633	86.33%
CYP2C19 inhibition	-	0.7370	73.70%
CYP2D6 inhibition	-	0.8810	88.10%
CYP1A2 inhibition	-	0.6421	64.21%
CYP2C8 inhibition	+	0.5358	53.58%
CYP inhibitory promiscuity	-	0.9284	92.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7337	73.37%
Eye corrosion	-	0.9654	96.54%
Eye irritation	-	0.9014	90.14%
Skin irritation	-	0.6390	63.90%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4480	44.80%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5647	56.47%
skin sensitisation	-	0.8218	82.18%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4529	45.29%
Acute Oral Toxicity (c)	III	0.5350	53.50%
Estrogen receptor binding	-	0.7302	73.02%
Androgen receptor binding	-	0.6999	69.99%
Thyroid receptor binding	-	0.5464	54.64%
Glucocorticoid receptor binding	-	0.4726	47.26%
Aromatase binding	-	0.8487	84.87%
PPAR gamma	-	0.8992	89.92%
Honey bee toxicity	-	0.9429	94.29%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8117	81.17%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2243	O00519	Anandamide amidohydrolase	92.86%	97.53%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.25%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.39%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.71%	93.03%
CHEMBL2581	P07339	Cathepsin D	85.59%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	82.36%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.98%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	81.64%	91.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.63%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.18%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.10%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.12%	97.09%

Plants that contains it

• Artemisia rupestris

Cross-Links

• PubChem: 56930613
• LOTUS: LTS0149725
• wikiData: Q105270245