9-Hydroxy-2-phenyl-1,5,9-triazacyclotridecan-4-one

Details

• Internal ID: 768f2d20-a974-499f-894a-d3a217545558
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: 9-hydroxy-2-phenyl-1,5,9-triazacyclotridecan-4-one
• SMILES (Canonical): C1CCN(CCCNC(=O)CC(NC1)C2=CC=CC=C2)O
• SMILES (Isomeric): C1CCN(CCCNC(=O)CC(NC1)C2=CC=CC=C2)O
• InChI: InChI=1S/C16H25N3O2/c20-16-13-15(14-7-2-1-3-8-14)17-9-4-5-11-19(21)12-6-10-18-16/h1-3,7-8,15,17,21H,4-6,9-13H2,(H,18,20)
• InChI Key: QGMXLNCOBCGXMO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₅N₃O₂
• Molecular Weight: 291.39 g/mol
• Exact Mass: 291.19467705 g/mol
• Topological Polar Surface Area (TPSA): 64.60 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9562	95.62%
Caco-2	-	0.6067	60.67%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7583	75.83%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9499	94.99%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4509	45.09%
P-glycoprotein inhibitior	-	0.9043	90.43%
P-glycoprotein substrate	-	0.8770	87.70%
CYP3A4 substrate	-	0.5768	57.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3660	36.60%
CYP3A4 inhibition	-	0.8870	88.70%
CYP2C9 inhibition	-	0.8377	83.77%
CYP2C19 inhibition	-	0.7695	76.95%
CYP2D6 inhibition	-	0.7751	77.51%
CYP1A2 inhibition	-	0.7946	79.46%
CYP2C8 inhibition	-	0.8898	88.98%
CYP inhibitory promiscuity	-	0.8242	82.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.4926	49.26%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.9862	98.62%
Skin irritation	-	0.7339	73.39%
Skin corrosion	-	0.9229	92.29%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6697	66.97%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8456	84.56%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4863	48.63%
Acute Oral Toxicity (c)	III	0.6065	60.65%
Estrogen receptor binding	-	0.7063	70.63%
Androgen receptor binding	-	0.6177	61.77%
Thyroid receptor binding	-	0.5190	51.90%
Glucocorticoid receptor binding	-	0.6625	66.25%
Aromatase binding	+	0.6770	67.70%
PPAR gamma	-	0.5777	57.77%
Honey bee toxicity	-	0.9508	95.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.8930	89.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.83%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	94.14%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.70%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.02%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.99%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.56%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.39%	99.23%
CHEMBL4208	P20618	Proteasome component C5	86.47%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.88%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.26%	93.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.63%	96.39%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.89%	95.89%
CHEMBL3524	P56524	Histone deacetylase 4	81.19%	92.97%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.28%	93.03%

Plants that contains it

• Maytenus buxifolia

Cross-Links

• PubChem: 5190191
• LOTUS: LTS0107479
• wikiData: Q105220458