N-[2-[6-(hydroxymethyl)-1,3-benzodioxol-5-yl]phenyl]-N-methylformamide

Details

• Internal ID: c16d9cc1-1108-456f-8611-dd39ab8cf25f
• Taxonomy: Alkaloids and derivatives > Amaryllidaceae alkaloids > Phenanthridine- and phenanthridone-type amaryllidaceae alkaloids
• IUPAC Name: N-[2-[6-(hydroxymethyl)-1,3-benzodioxol-5-yl]phenyl]-N-methylformamide
• InChI: InChI=1S/C16H15NO4/c1-17(9-19)14-5-3-2-4-12(14)13-7-16-15(20-10-21-16)6-11(13)8-18/h2-7,9,18H,8,10H2,1H3
• InChI Key: MPGVLMVPTLCKJN-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₅NO₄
• Molecular Weight: 285.29 g/mol
• Exact Mass: 285.10010796 g/mol
• Topological Polar Surface Area (TPSA): 59.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9008	90.08%
Caco-2	+	0.7803	78.03%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6464	64.64%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.8687	86.87%
OATP1B3 inhibitior	+	0.9440	94.40%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8168	81.68%
P-glycoprotein inhibitior	-	0.8152	81.52%
P-glycoprotein substrate	-	0.8455	84.55%
CYP3A4 substrate	+	0.5503	55.03%
CYP2C9 substrate	-	0.6021	60.21%
CYP2D6 substrate	-	0.7915	79.15%
CYP3A4 inhibition	+	0.6420	64.20%
CYP2C9 inhibition	-	0.5370	53.70%
CYP2C19 inhibition	+	0.6419	64.19%
CYP2D6 inhibition	-	0.6271	62.71%
CYP1A2 inhibition	+	0.6642	66.42%
CYP2C8 inhibition	-	0.8783	87.83%
CYP inhibitory promiscuity	+	0.8253	82.53%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.4740	47.40%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8963	89.63%
Skin irritation	-	0.7379	73.79%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5637	56.37%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.6226	62.26%
skin sensitisation	-	0.8376	83.76%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5554	55.54%
Acute Oral Toxicity (c)	III	0.6042	60.42%
Estrogen receptor binding	+	0.8784	87.84%
Androgen receptor binding	+	0.5895	58.95%
Thyroid receptor binding	+	0.5809	58.09%
Glucocorticoid receptor binding	+	0.8627	86.27%
Aromatase binding	+	0.8612	86.12%
PPAR gamma	+	0.8616	86.16%
Honey bee toxicity	-	0.9033	90.33%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9093	90.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.32%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.39%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.03%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.81%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	92.31%	94.73%
CHEMBL226	P30542	Adenosine A1 receptor	89.06%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.99%	89.00%
CHEMBL2039	P27338	Monoamine oxidase B	85.58%	92.51%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.49%	99.17%
CHEMBL4208	P20618	Proteasome component C5	85.49%	90.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.93%	90.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.28%	92.62%

Plants that contains it

• Galanthus plicatus

Cross-Links

• PubChem: 15484459
• LOTUS: LTS0165305
• wikiData: Q105169509