Picrasidine Q

Details

• Internal ID: 1c8c4bb7-76f7-4c05-ac63-32c1a771a188
• Taxonomy: Alkaloids and derivatives > Indolonaphthyridine alkaloids
• IUPAC Name: 4-hydroxy-3-methoxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one
• SMILES (Canonical): COC1=C(C2=NC=CC3=C2N(C1=O)C4=CC=CC=C34)O
• SMILES (Isomeric): COC1=C(C2=NC=CC3=C2N(C1=O)C4=CC=CC=C34)O
• InChI: InChI=1S/C15H10N2O3/c1-20-14-13(18)11-12-9(6-7-16-11)8-4-2-3-5-10(8)17(12)15(14)19/h2-7,18H,1H3
• InChI Key: HJFNTSGIQCFHGP-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀N₂O₃
• Molecular Weight: 266.25 g/mol
• Exact Mass: 266.06914219 g/mol
• Topological Polar Surface Area (TPSA): 64.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 101219-61-8
• 4-Hydroxycanthin-6-one
• 4-hydroxy-3-methoxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one
• CHEMBL2229716
• HY-N9507
• AKOS040763632
• CS-0182028

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9863	98.63%
Caco-2	+	0.7278	72.78%
Blood Brain Barrier	+	0.7067	70.67%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8195	81.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9385	93.85%
OATP1B3 inhibitior	+	0.9598	95.98%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6694	66.94%
P-glycoprotein inhibitior	-	0.7952	79.52%
P-glycoprotein substrate	-	0.7926	79.26%
CYP3A4 substrate	+	0.5778	57.78%
CYP2C9 substrate	-	0.6243	62.43%
CYP2D6 substrate	-	0.8682	86.82%
CYP3A4 inhibition	-	0.5989	59.89%
CYP2C9 inhibition	-	0.8680	86.80%
CYP2C19 inhibition	-	0.5524	55.24%
CYP2D6 inhibition	-	0.8214	82.14%
CYP1A2 inhibition	+	0.9058	90.58%
CYP2C8 inhibition	-	0.6284	62.84%
CYP inhibitory promiscuity	-	0.5057	50.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5393	53.93%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.6368	63.68%
Skin irritation	-	0.8492	84.92%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	+	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7215	72.15%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	+	0.6034	60.34%
skin sensitisation	-	0.9229	92.29%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8582	85.82%
Acute Oral Toxicity (c)	III	0.6023	60.23%
Estrogen receptor binding	-	0.5751	57.51%
Androgen receptor binding	-	0.5438	54.38%
Thyroid receptor binding	+	0.6922	69.22%
Glucocorticoid receptor binding	+	0.8611	86.11%
Aromatase binding	+	0.7603	76.03%
PPAR gamma	+	0.5602	56.02%
Honey bee toxicity	-	0.9453	94.53%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.6882	68.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.49%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.26%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.03%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.85%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.01%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.51%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.01%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.51%	94.00%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	92.45%	96.47%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.44%	93.99%
CHEMBL2535	P11166	Glucose transporter	90.22%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.45%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.04%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	81.73%	91.49%

Plants that contains it

• Aralidium pinnatifidum
• Asplenium normale
• Bersama swinnyi
• Blainvillea acmella
• Brucea javanica
• Carpobrotus edulis
• Castanea crenata
• Centrolobium tomentosum
• Ceratophyllum submersum
• Dracocephalum kotschyi
• Euphorbia resinifera
• Eurycoma longifolia
• Geigeria schinzii
• Goniothalamus undulatus
• Gymnospermium kiangnanensis
• Helichrysum sutherlandii
• Hemionitis marantae
• Lippia carviodora
• Lophocereus marginatus
• Myrica nana
• Nemuaron vieillardii
• Ophryosporus charua
• Oreomecon radicata
• Pachycereus pringlei
• Picea laxa
• Picrasma quassioides
• Prosopis kuntzei
• Psilostrophe cooperi
• Pteris leptophylla
• Sideritis tragoriganum
• Solanum jamaicense
• Stenocereus thurberi
• Trifolium alexandrinum
• Vitex negundo

Cross-Links

• PubChem: 54714262
• NPASS: NPC212213
• LOTUS: LTS0262949
• wikiData: Q104393934