N-Ethoxycarbonylpropylcrinasiadine

Details

• Internal ID: 63ec1999-ed3c-49cc-a65a-31371442e415
• Taxonomy: Alkaloids and derivatives > Amaryllidaceae alkaloids > Phenanthridine- and phenanthridone-type amaryllidaceae alkaloids
• IUPAC Name: ethyl 4-(6-oxo-[1,3]dioxolo[4,5-j]phenanthridin-5-yl)butanoate
• SMILES (Canonical): CCOC(=O)CCCN1C2=CC=CC=C2C3=CC4=C(C=C3C1=O)OCO4
• SMILES (Isomeric): CCOC(=O)CCCN1C2=CC=CC=C2C3=CC4=C(C=C3C1=O)OCO4
• InChI: InChI=1S/C20H19NO5/c1-2-24-19(22)8-5-9-21-16-7-4-3-6-13(16)14-10-17-18(26-12-25-17)11-15(14)20(21)23/h3-4,6-7,10-11H,2,5,8-9,12H2,1H3
• InChI Key: BUFRNEZYXLPJJR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₉NO₅
• Molecular Weight: 353.40 g/mol
• Exact Mass: 353.12632271 g/mol
• Topological Polar Surface Area (TPSA): 65.10 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.23
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

• N-Ethoxycarbonylpropylcrinasiadine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9696	96.96%
Caco-2	+	0.6730	67.30%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6642	66.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9209	92.09%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7606	76.06%
P-glycoprotein inhibitior	+	0.8143	81.43%
P-glycoprotein substrate	-	0.7971	79.71%
CYP3A4 substrate	+	0.6318	63.18%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.8778	87.78%
CYP3A4 inhibition	+	0.9137	91.37%
CYP2C9 inhibition	+	0.8110	81.10%
CYP2C19 inhibition	+	0.9454	94.54%
CYP2D6 inhibition	-	0.8808	88.08%
CYP1A2 inhibition	+	0.7479	74.79%
CYP2C8 inhibition	-	0.6795	67.95%
CYP inhibitory promiscuity	+	0.9386	93.86%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5313	53.13%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.8418	84.18%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4536	45.36%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.8834	88.34%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.8184	81.84%
Acute Oral Toxicity (c)	III	0.7573	75.73%
Estrogen receptor binding	+	0.8356	83.56%
Androgen receptor binding	+	0.5959	59.59%
Thyroid receptor binding	+	0.7107	71.07%
Glucocorticoid receptor binding	+	0.6438	64.38%
Aromatase binding	+	0.5856	58.56%
PPAR gamma	+	0.6207	62.07%
Honey bee toxicity	-	0.9156	91.56%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9062	90.62%

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	97.69%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.22%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.36%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.12%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.92%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.52%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.13%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	90.02%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.76%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.71%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.53%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.06%	96.00%
CHEMBL255	P29275	Adenosine A2b receptor	80.41%	98.59%

Plants that contains it

• Zephyranthes candida

Cross-Links

• PubChem: 71454342
• LOTUS: LTS0250676
• wikiData: Q104946074