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

Details

• Internal ID: 78069615-c5d4-48a2-94ab-58de576f88de
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Methylpyridines
• IUPAC Name: 2-[(5R,8S)-2,5-dimethyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-8-yl]prop-2-en-1-ol
• SMILES (Canonical): CC1CCC(CC2=C1C=CC(=N2)C)C(=C)CO
• SMILES (Isomeric): C[C@@H]1CC[C@@H](CC2=C1C=CC(=N2)C)C(=C)CO
• InChI: InChI=1S/C15H21NO/c1-10-4-6-13(11(2)9-17)8-15-14(10)7-5-12(3)16-15/h5,7,10,13,17H,2,4,6,8-9H2,1,3H3/t10-,13+/m1/s1
• InChI Key: LNZOQFHHGXIMKO-MFKMUULPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₁NO
• Molecular Weight: 231.33 g/mol
• Exact Mass: 231.162314293 g/mol
• Topological Polar Surface Area (TPSA): 33.10 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 2
• 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	+	0.9925	99.25%
Caco-2	+	0.7318	73.18%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Lysosomes	0.3992	39.92%
OATP2B1 inhibitior	-	0.8564	85.64%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.9431	94.31%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.9551	95.51%
P-glycoprotein substrate	-	0.6252	62.52%
CYP3A4 substrate	+	0.5433	54.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7036	70.36%
CYP3A4 inhibition	-	0.7036	70.36%
CYP2C9 inhibition	-	0.7016	70.16%
CYP2C19 inhibition	-	0.6506	65.06%
CYP2D6 inhibition	-	0.7991	79.91%
CYP1A2 inhibition	+	0.5407	54.07%
CYP2C8 inhibition	+	0.6080	60.80%
CYP inhibitory promiscuity	-	0.7913	79.13%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7560	75.60%
Eye corrosion	-	0.9680	96.80%
Eye irritation	-	0.9543	95.43%
Skin irritation	-	0.6835	68.35%
Skin corrosion	-	0.9015	90.15%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4720	47.20%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5020	50.20%
skin sensitisation	-	0.6031	60.31%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5170	51.70%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6578	65.78%
Acute Oral Toxicity (c)	III	0.6837	68.37%
Estrogen receptor binding	-	0.8714	87.14%
Androgen receptor binding	-	0.7956	79.56%
Thyroid receptor binding	-	0.4914	49.14%
Glucocorticoid receptor binding	-	0.5103	51.03%
Aromatase binding	-	0.7394	73.94%
PPAR gamma	-	0.7115	71.15%
Honey bee toxicity	-	0.9656	96.56%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9216	92.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	95.83%	91.49%
CHEMBL2039	P27338	Monoamine oxidase B	89.58%	92.51%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.31%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.82%	86.00%
CHEMBL2581	P07339	Cathepsin D	88.61%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	86.35%	83.82%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.77%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.39%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.17%	86.33%
CHEMBL2243	O00519	Anandamide amidohydrolase	81.61%	97.53%

Plants that contains it

• Artemisia rupestris

Cross-Links

• PubChem: 56930754
• LOTUS: LTS0267620
• wikiData: Q105154594