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

Details

• Internal ID: 9993b4e2-3a8e-45fa-8b97-ff40530ffa34
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Methylpyridines
• IUPAC Name: methyl 2-[(5S,8S)-2,5-dimethyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-8-yl]prop-2-enoate
• SMILES (Canonical): CC1CCC(CC2=C1C=CC(=N2)C)C(=C)C(=O)OC
• SMILES (Isomeric): C[C@H]1CC[C@@H](CC2=C1C=CC(=N2)C)C(=C)C(=O)OC
• InChI: InChI=1S/C16H21NO2/c1-10-5-7-13(12(3)16(18)19-4)9-15-14(10)8-6-11(2)17-15/h6,8,10,13H,3,5,7,9H2,1-2,4H3/t10-,13-/m0/s1
• InChI Key: FPCLZPLGLWECHR-GWCFXTLKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₁NO₂
• Molecular Weight: 259.34 g/mol
• Exact Mass: 259.157228913 g/mol
• Topological Polar Surface Area (TPSA): 39.20 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.8161	81.61%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Plasma membrane	0.3887	38.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9281	92.81%
OATP1B3 inhibitior	+	0.9382	93.82%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.7186	71.86%
P-glycoprotein inhibitior	-	0.8709	87.09%
P-glycoprotein substrate	-	0.6058	60.58%
CYP3A4 substrate	+	0.6027	60.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8366	83.66%
CYP3A4 inhibition	-	0.7156	71.56%
CYP2C9 inhibition	-	0.7044	70.44%
CYP2C19 inhibition	-	0.5173	51.73%
CYP2D6 inhibition	-	0.8171	81.71%
CYP1A2 inhibition	-	0.5503	55.03%
CYP2C8 inhibition	+	0.5498	54.98%
CYP inhibitory promiscuity	-	0.7431	74.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.7241	72.41%
Eye corrosion	-	0.9728	97.28%
Eye irritation	-	0.8202	82.02%
Skin irritation	-	0.6624	66.24%
Skin corrosion	-	0.9556	95.56%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6902	69.02%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6272	62.72%
skin sensitisation	-	0.7389	73.89%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6039	60.39%
Estrogen receptor binding	-	0.6282	62.82%
Androgen receptor binding	-	0.7824	78.24%
Thyroid receptor binding	+	0.6506	65.06%
Glucocorticoid receptor binding	+	0.6865	68.65%
Aromatase binding	-	0.7029	70.29%
PPAR gamma	-	0.6003	60.03%
Honey bee toxicity	-	0.9157	91.57%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9715	97.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.45%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.26%	96.09%
CHEMBL2243	O00519	Anandamide amidohydrolase	90.82%	97.53%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.16%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	89.67%	91.49%
CHEMBL2581	P07339	Cathepsin D	85.84%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.39%	93.03%
CHEMBL5028	O14672	ADAM10	83.09%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.32%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.18%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.46%	86.33%

Plants that contains it

• Abies sibirica
• Artemisia rupestris

Cross-Links

• PubChem: 162924213
• LOTUS: LTS0015370
• wikiData: Q104941034