Leporin A

Details

• Internal ID: 6ff3f44c-9dee-497c-bcd3-ea5964e63faa
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromenopyridines
• IUPAC Name: (6S,6aR,10R,10aS)-2-methoxy-10-methyl-4-phenyl-6-[(E)-prop-1-enyl]-6a,7,8,9,10,10a-hexahydro-6H-isochromeno[4,3-c]pyridin-1-one
• InChI: InChI=1S/C23H27NO3/c1-4-9-19-17-13-8-10-15(2)20(17)21-22(27-19)18(14-24(26-3)23(21)25)16-11-6-5-7-12-16/h4-7,9,11-12,14-15,17,19-20H,8,10,13H2,1-3H3/b9-4+/t15-,17+,19+,20+/m1/s1
• InChI Key: ORZSZSIBAZFLLT-NGNDUIQYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₇NO₃
• Molecular Weight: 365.50 g/mol
• Exact Mass: 365.19909372 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.8272	82.72%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.3887	38.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8755	87.55%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8844	88.44%
P-glycoprotein inhibitior	+	0.8416	84.16%
P-glycoprotein substrate	-	0.7405	74.05%
CYP3A4 substrate	+	0.6459	64.59%
CYP2C9 substrate	-	0.6070	60.70%
CYP2D6 substrate	-	0.8258	82.58%
CYP3A4 inhibition	-	0.7671	76.71%
CYP2C9 inhibition	-	0.6470	64.70%
CYP2C19 inhibition	+	0.5480	54.80%
CYP2D6 inhibition	-	0.9244	92.44%
CYP1A2 inhibition	-	0.6335	63.35%
CYP2C8 inhibition	-	0.5929	59.29%
CYP inhibitory promiscuity	+	0.5251	52.51%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.4660	46.60%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.9848	98.48%
Skin irritation	-	0.7922	79.22%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8507	85.07%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5107	51.07%
skin sensitisation	-	0.8355	83.55%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6928	69.28%
Nephrotoxicity	-	0.6227	62.27%
Acute Oral Toxicity (c)	III	0.6125	61.25%
Estrogen receptor binding	+	0.7179	71.79%
Androgen receptor binding	+	0.7528	75.28%
Thyroid receptor binding	+	0.5648	56.48%
Glucocorticoid receptor binding	+	0.7024	70.24%
Aromatase binding	+	0.6876	68.76%
PPAR gamma	+	0.5760	57.60%
Honey bee toxicity	-	0.7599	75.99%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9522	95.22%

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	97.13%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.83%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.39%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.13%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.79%	97.14%
CHEMBL1951	P21397	Monoamine oxidase A	87.44%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.11%	83.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.80%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.32%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.09%	91.11%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.78%	95.53%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.50%	96.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.74%	95.89%
CHEMBL5028	O14672	ADAM10	81.01%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11024923
• LOTUS: LTS0275789
• wikiData: Q105198598