4b-(3-hydroxypropyl)-7-methyl-7,8,8a,9-tetrahydro-6H-indeno[2,1-b]pyridin-5-one

Details

• Internal ID: 4a8e075c-9a6a-4605-aba0-e4184fdf1898
• Taxonomy: Organoheterocyclic compounds > Pyridines and derivatives
• IUPAC Name: 4b-(3-hydroxypropyl)-7-methyl-7,8,8a,9-tetrahydro-6H-indeno[2,1-b]pyridin-5-one
• SMILES (Canonical): CC1CC2CC3=C(C2(C(=O)C1)CCCO)C=CC=N3
• SMILES (Isomeric): CC1CC2CC3=C(C2(C(=O)C1)CCCO)C=CC=N3
• InChI: InChI=1S/C16H21NO2/c1-11-8-12-10-14-13(4-2-6-17-14)16(12,5-3-7-18)15(19)9-11/h2,4,6,11-12,18H,3,5,7-10H2,1H3
• InChI Key: UUWWQFVGOFXKLC-UHFFFAOYSA-N
• Popularity: 0 references 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): 50.20 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.26
• 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	+	0.7375	73.75%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7683	76.83%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9424	94.24%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7597	75.97%
P-glycoprotein inhibitior	-	0.9575	95.75%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.5372	53.72%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.7662	76.62%
CYP3A4 inhibition	+	0.6452	64.52%
CYP2C9 inhibition	-	0.8110	81.10%
CYP2C19 inhibition	-	0.6400	64.00%
CYP2D6 inhibition	-	0.8576	85.76%
CYP1A2 inhibition	-	0.5210	52.10%
CYP2C8 inhibition	-	0.7299	72.99%
CYP inhibitory promiscuity	-	0.7709	77.09%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6657	66.57%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8414	84.14%
Skin irritation	-	0.7482	74.82%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6149	61.49%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5924	59.24%
skin sensitisation	-	0.8275	82.75%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.5716	57.16%
Acute Oral Toxicity (c)	III	0.6983	69.83%
Estrogen receptor binding	-	0.7649	76.49%
Androgen receptor binding	-	0.5822	58.22%
Thyroid receptor binding	+	0.5789	57.89%
Glucocorticoid receptor binding	+	0.6367	63.67%
Aromatase binding	-	0.6324	63.24%
PPAR gamma	-	0.5351	53.51%
Honey bee toxicity	-	0.9553	95.53%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	-	0.7168	71.68%

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	98.14%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.07%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.67%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.36%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.74%	97.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	87.43%	93.10%
CHEMBL3524	P56524	Histone deacetylase 4	85.36%	92.97%
CHEMBL4208	P20618	Proteasome component C5	85.25%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.41%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.28%	97.25%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.77%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.11%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.70%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.14%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85037451
• LOTUS: LTS0262246
• wikiData: Q105279635