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

Details

• Internal ID: 842a12d4-cb8a-4824-8ca9-ea761ddcd25f
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives > Methylpyridines
• IUPAC Name: (5S,8S)-2,5-dimethyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-8-ol
• SMILES (Canonical): CC1CCC(CC2=C1C=CC(=N2)C)O
• SMILES (Isomeric): C[C@H]1CC[C@@H](CC2=C1C=CC(=N2)C)O
• InChI: InChI=1S/C12H17NO/c1-8-3-5-10(14)7-12-11(8)6-4-9(2)13-12/h4,6,8,10,14H,3,5,7H2,1-2H3/t8-,10-/m0/s1
• InChI Key: MMUVMQBKPYDMKS-WPRPVWTQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₇NO
• Molecular Weight: 191.27 g/mol
• Exact Mass: 191.131014166 g/mol
• Topological Polar Surface Area (TPSA): 33.10 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

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	+	0.7696	76.96%
Blood Brain Barrier	+	0.7129	71.29%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4851	48.51%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.9493	94.93%
OATP1B3 inhibitior	+	0.9518	95.18%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8254	82.54%
P-glycoprotein inhibitior	-	0.9823	98.23%
P-glycoprotein substrate	-	0.6549	65.49%
CYP3A4 substrate	+	0.5068	50.68%
CYP2C9 substrate	-	0.7882	78.82%
CYP2D6 substrate	+	0.3665	36.65%
CYP3A4 inhibition	-	0.8867	88.67%
CYP2C9 inhibition	-	0.9274	92.74%
CYP2C19 inhibition	-	0.8576	85.76%
CYP2D6 inhibition	-	0.8720	87.20%
CYP1A2 inhibition	-	0.6057	60.57%
CYP2C8 inhibition	-	0.6683	66.83%
CYP inhibitory promiscuity	-	0.9776	97.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7502	75.02%
Eye corrosion	-	0.9570	95.70%
Eye irritation	-	0.7795	77.95%
Skin irritation	-	0.6060	60.60%
Skin corrosion	-	0.8276	82.76%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5528	55.28%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5072	50.72%
skin sensitisation	-	0.7006	70.06%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7554	75.54%
Acute Oral Toxicity (c)	III	0.7005	70.05%
Estrogen receptor binding	-	0.9489	94.89%
Androgen receptor binding	-	0.8646	86.46%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.6707	67.07%
Aromatase binding	-	0.9302	93.02%
PPAR gamma	-	0.8665	86.65%
Honey bee toxicity	-	0.9656	96.56%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	-	0.6967	69.67%

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	91.35%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.48%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.21%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.86%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.85%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.77%	92.94%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.48%	86.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.66%	100.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.03%	97.53%

Plants that contains it

• Artemisia rupestris

Cross-Links

• PubChem: 56930757
• LOTUS: LTS0167371
• wikiData: Q105168091