(4R,12E)-4-phenyl-9-[(Z)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-12-en-2-one

Details

• Internal ID: 8e6924c8-87f1-45bd-9801-b94974fe71c3
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives
• IUPAC Name: (4R,12E)-4-phenyl-9-[(Z)-3-phenylprop-2-enoyl]-1,5,9-triazacyclotridec-12-en-2-one
• InChI: InChI=1S/C25H29N3O2/c29-24-20-23(22-12-5-2-6-13-22)26-17-9-19-28(18-8-7-16-27-24)25(30)15-14-21-10-3-1-4-11-21/h1-7,10-16,23,26H,8-9,17-20H2,(H,27,29)/b15-14-,16-7+/t23-/m1/s1
• InChI Key: AORCSZCLPCSPAQ-HACBULHBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₉N₃O₂
• Molecular Weight: 403.50 g/mol
• Exact Mass: 403.22597718 g/mol
• Topological Polar Surface Area (TPSA): 61.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.67
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	-	0.5760	57.60%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7848	78.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9160	91.60%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9798	97.98%
P-glycoprotein inhibitior	+	0.9068	90.68%
P-glycoprotein substrate	-	0.6778	67.78%
CYP3A4 substrate	+	0.5112	51.12%
CYP2C9 substrate	-	0.6133	61.33%
CYP2D6 substrate	-	0.7709	77.09%
CYP3A4 inhibition	-	0.6679	66.79%
CYP2C9 inhibition	-	0.8220	82.20%
CYP2C19 inhibition	-	0.6870	68.70%
CYP2D6 inhibition	-	0.6979	69.79%
CYP1A2 inhibition	-	0.8517	85.17%
CYP2C8 inhibition	-	0.5995	59.95%
CYP inhibitory promiscuity	-	0.6849	68.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5917	59.17%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9898	98.98%
Skin irritation	-	0.7845	78.45%
Skin corrosion	-	0.9471	94.71%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9323	93.23%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7345	73.45%
Acute Oral Toxicity (c)	III	0.5926	59.26%
Estrogen receptor binding	+	0.6406	64.06%
Androgen receptor binding	+	0.6914	69.14%
Thyroid receptor binding	-	0.5545	55.45%
Glucocorticoid receptor binding	-	0.7682	76.82%
Aromatase binding	-	0.5805	58.05%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.9160	91.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	-	0.3999	39.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.84%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.79%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.48%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.48%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.96%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.48%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.28%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.41%	93.00%
CHEMBL5028	O14672	ADAM10	86.10%	97.50%
CHEMBL4208	P20618	Proteasome component C5	85.39%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.97%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.70%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.14%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.30%	95.89%

Plants that contains it

• Peripterygia marginata

Cross-Links

• PubChem: 163194825
• LOTUS: LTS0217819
• wikiData: Q104915898