4H-pyrano[3,4-c]quinolin-4-one

Details

• Internal ID: 3b835ff7-8771-45fa-a93b-bf5f80d42390
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: pyrano[3,4-c]quinolin-4-one
• SMILES (Canonical): C1=CC=C2C(=C1)C3=C(C=N2)C(=O)OC=C3
• SMILES (Isomeric): C1=CC=C2C(=C1)C3=C(C=N2)C(=O)OC=C3
• InChI: InChI=1S/C12H7NO2/c14-12-10-7-13-11-4-2-1-3-9(11)8(10)5-6-15-12/h1-7H
• InChI Key: NOAIRJZXLSKGPM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₇NO₂
• Molecular Weight: 197.19 g/mol
• Exact Mass: 197.047678466 g/mol
• Topological Polar Surface Area (TPSA): 39.20 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• Cherimoline[alkaloid]
• CHEMBL4168010
• NSC756042
• NSC-756042
• 196958-70-0
• InChI=1/C12H7NO2/c14-12-10-7-13-11-4-2-1-3-9(11)8(10)5-6-15-12/h1-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.7131	71.31%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5844	58.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9481	94.81%
OATP1B3 inhibitior	+	0.9680	96.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7622	76.22%
P-glycoprotein inhibitior	-	0.9246	92.46%
P-glycoprotein substrate	-	0.9663	96.63%
CYP3A4 substrate	-	0.5553	55.53%
CYP2C9 substrate	-	0.8300	83.00%
CYP2D6 substrate	-	0.8612	86.12%
CYP3A4 inhibition	-	0.9369	93.69%
CYP2C9 inhibition	-	0.8624	86.24%
CYP2C19 inhibition	-	0.7327	73.27%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	+	0.8428	84.28%
CYP2C8 inhibition	-	0.6036	60.36%
CYP inhibitory promiscuity	-	0.9444	94.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5828	58.28%
Eye corrosion	-	0.9722	97.22%
Eye irritation	+	0.5286	52.86%
Skin irritation	+	0.6049	60.49%
Skin corrosion	-	0.9688	96.88%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6433	64.33%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.8052	80.52%
skin sensitisation	+	0.6534	65.34%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.4559	45.59%
Acute Oral Toxicity (c)	III	0.7719	77.19%
Estrogen receptor binding	+	0.7926	79.26%
Androgen receptor binding	+	0.6763	67.63%
Thyroid receptor binding	+	0.5413	54.13%
Glucocorticoid receptor binding	+	0.8755	87.55%
Aromatase binding	+	0.9156	91.56%
PPAR gamma	+	0.7788	77.88%
Honey bee toxicity	-	0.7885	78.85%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.5450	54.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	95.12%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.22%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.52%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.12%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.80%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.08%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.43%	85.14%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.97%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	85.38%	94.73%
CHEMBL2535	P11166	Glucose transporter	85.11%	98.75%
CHEMBL1868	P17948	Vascular endothelial growth factor receptor 1	83.97%	96.47%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.80%	92.67%
CHEMBL2581	P07339	Cathepsin D	81.05%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.40%	86.33%

Plants that contains it

• Alstonia angustiloba
• Amphiachyris dracunculoides
• Annona cherimola
• Baccharis grandicapitulata
• Beesia calthifolia
• Boschniakia rossica
• Botrychium ternatum
• Bursera kerberi
• Clerodendrum trichotomum
• Clinacanthus nutans
• Crotalaria stolzii
• Curcuma aeruginosa
• Delphinium giraldii
• Eucalyptus albens
• Euonymus fortunei
• Euploca racemosa
• Hedysarum gmelinii
• Helenium integrifolium
• Juniperus scopulorum
• Lasianthaea podocephala
• Lupinus cosentinii
• Melampodium leucanthum
• Myrica pensylvanica
• Neopallasia pectinata
• Papaver pseudocanescens
• Pellacalyx axillaris
• Peperomia filiformis
• Phlomis crinita
• Psidium acutangulum
• Pyrolirion flavum
• Renealmia alpinia
• Rhododendron mucronulatum
• Seseli libanotis
• Sideritis dasygnaphala
• Stellaria media
• Tephroseris kirilowii
• Tephroseris palustris

Cross-Links

• PubChem: 638628
• NPASS: NPC189636
• LOTUS: LTS0171051
• wikiData: Q105182431