Picrasidine L

Details

• Internal ID: 988e9e47-e2cc-4d3a-b23b-c25b302a2b24
• Taxonomy: Alkaloids and derivatives > Indolonaphthyridine alkaloids
• IUPAC Name: 6-methyl-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-4,7,9(16),10,12,14-hexaene-2,3-dione
• SMILES (Canonical): CN1C=CC2=C3C1=CC(=O)C(=O)N3C4=CC=CC=C24
• SMILES (Isomeric): CN1C=CC2=C3C1=CC(=O)C(=O)N3C4=CC=CC=C24
• InChI: InChI=1S/C15H10N2O2/c1-16-7-6-10-9-4-2-3-5-11(9)17-14(10)12(16)8-13(18)15(17)19/h2-8H,1H3
• InChI Key: YIFMSNBQADOPBX-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀N₂O₂
• Molecular Weight: 250.25 g/mol
• Exact Mass: 250.074227566 g/mol
• Topological Polar Surface Area (TPSA): 42.30 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.69
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• CHEMBL3400663
• 96405-70-8
• DTXSID401317660
• BDBM50067491
• InChI=1/C15H10N2O2/c1-16-7-6-10-9-4-2-3-5-11(9)17-14(10)12(16)8-13(18)15(17)19/h2-8H,1H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.8790	87.90%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8693	86.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9425	94.25%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9098	90.98%
BSEP inhibitior	-	0.5618	56.18%
P-glycoprotein inhibitior	-	0.8761	87.61%
P-glycoprotein substrate	-	0.8168	81.68%
CYP3A4 substrate	+	0.5413	54.13%
CYP2C9 substrate	-	0.5716	57.16%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.8033	80.33%
CYP2C9 inhibition	-	0.7760	77.60%
CYP2C19 inhibition	+	0.5860	58.60%
CYP2D6 inhibition	-	0.8165	81.65%
CYP1A2 inhibition	+	0.8703	87.03%
CYP2C8 inhibition	-	0.8633	86.33%
CYP inhibitory promiscuity	+	0.5978	59.78%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5141	51.41%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8099	80.99%
Skin irritation	-	0.8368	83.68%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	+	0.7546	75.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7744	77.44%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.7929	79.29%
skin sensitisation	-	0.9175	91.75%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.5522	55.22%
Acute Oral Toxicity (c)	III	0.6527	65.27%
Estrogen receptor binding	+	0.7947	79.47%
Androgen receptor binding	+	0.7665	76.65%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8827	88.27%
Aromatase binding	-	0.4847	48.47%
PPAR gamma	-	0.6219	62.19%
Honey bee toxicity	-	0.9092	90.92%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	-	0.7535	75.35%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	19800 nM	IC50	PMID: 25819098

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.02%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.91%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.31%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.25%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.92%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.42%	86.33%
CHEMBL1899	P46098	Serotonin 3a (5-HT3a) receptor	87.25%	100.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.96%	93.40%
CHEMBL255	P29275	Adenosine A2b receptor	85.94%	98.59%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.69%	96.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.40%	93.65%
CHEMBL1978	P11511	Cytochrome P450 19A1	81.16%	91.76%
CHEMBL3401	O75469	Pregnane X receptor	81.15%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.74%	94.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.53%	92.67%

Plants that contains it

• Aralidium pinnatifidum
• Bersama swinnyi
• Blainvillea acmella
• Euphorbia resinifera
• Eurycoma longifolia
• Geigeria schinzii
• Goniothalamus undulatus
• Gymnospermium kiangnanensis
• Helichrysum sutherlandii
• Hemionitis marantae
• Lophocereus marginatus
• Nemuaron vieillardii
• Ophryosporus charua
• Oreomecon radicata
• Pachycereus pringlei
• Picea laxa
• Picrasma quassioides
• Prosopis kuntzei
• Pteris leptophylla
• Stenocereus thurberi
• Vitex negundo

Cross-Links

• PubChem: 5324104
• NPASS: NPC281094
• ChEMBL: CHEMBL3400663
• LOTUS: LTS0034610
• wikiData: Q104402861