N-Phenylethylcrinasiadine

Details

• Internal ID: c98d7255-a48a-4be5-9dd4-aa4e68d1dff1
• Taxonomy: Alkaloids and derivatives > Amaryllidaceae alkaloids > Phenanthridine- and phenanthridone-type amaryllidaceae alkaloids
• IUPAC Name: 5-(2-phenylethyl)-[1,3]dioxolo[4,5-j]phenanthridin-6-one
• SMILES (Canonical): C1OC2=C(O1)C=C3C(=C2)C4=CC=CC=C4N(C3=O)CCC5=CC=CC=C5
• SMILES (Isomeric): C1OC2=C(O1)C=C3C(=C2)C4=CC=CC=C4N(C3=O)CCC5=CC=CC=C5
• InChI: InChI=1S/C22H17NO3/c24-22-18-13-21-20(25-14-26-21)12-17(18)16-8-4-5-9-19(16)23(22)11-10-15-6-2-1-3-7-15/h1-9,12-13H,10-11,14H2
• InChI Key: IYJJHCQITZCPLK-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₇NO₃
• Molecular Weight: 343.40 g/mol
• Exact Mass: 343.12084340 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• CHEMBL2208199

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9817	98.17%
Caco-2	+	0.6604	66.04%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6217	62.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9417	94.17%
OATP1B3 inhibitior	+	0.9489	94.89%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.6664	66.64%
BSEP inhibitior	+	0.8499	84.99%
P-glycoprotein inhibitior	+	0.8309	83.09%
P-glycoprotein substrate	-	0.8061	80.61%
CYP3A4 substrate	+	0.5455	54.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8275	82.75%
CYP3A4 inhibition	+	0.7090	70.90%
CYP2C9 inhibition	-	0.5258	52.58%
CYP2C19 inhibition	+	0.7302	73.02%
CYP2D6 inhibition	+	0.7448	74.48%
CYP1A2 inhibition	+	0.9002	90.02%
CYP2C8 inhibition	-	0.8034	80.34%
CYP inhibitory promiscuity	+	0.8681	86.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5341	53.41%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.7601	76.01%
Skin irritation	-	0.7773	77.73%
Skin corrosion	-	0.9175	91.75%
Ames mutagenesis	+	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5719	57.19%
Micronuclear	+	0.6574	65.74%
Hepatotoxicity	+	0.7073	70.73%
skin sensitisation	-	0.8587	85.87%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7978	79.78%
Acute Oral Toxicity (c)	III	0.6844	68.44%
Estrogen receptor binding	+	0.9077	90.77%
Androgen receptor binding	+	0.7250	72.50%
Thyroid receptor binding	+	0.6393	63.93%
Glucocorticoid receptor binding	+	0.7483	74.83%
Aromatase binding	+	0.7900	79.00%
PPAR gamma	+	0.7400	74.00%
Honey bee toxicity	-	0.8298	82.98%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.4756	47.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.08%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.05%	98.95%
CHEMBL240	Q12809	HERG	95.52%	89.76%
CHEMBL255	P29275	Adenosine A2b receptor	92.93%	98.59%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.54%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.38%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.69%	93.99%
CHEMBL5805	Q9NR97	Toll-like receptor 8	90.32%	96.25%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.64%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.55%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.03%	91.11%
CHEMBL1741221	Q9Y4P1	Cysteine protease ATG4B	86.04%	87.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.70%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	82.55%	94.73%

Plants that contains it

• Zephyranthes candida

Cross-Links

• PubChem: 71452576
• LOTUS: LTS0261618
• wikiData: Q105122783