3-Propyl-1H-pyrazolo(2,3-b)isoquinolin-9-one

Details

• Internal ID: a92246d1-b4e6-494c-95e5-f119f0de3c50
• Taxonomy: Organoheterocyclic compounds > Isoquinolines and derivatives > Isoquinolones and derivatives
• IUPAC Name: 3-propyl-1H-pyrazolo[1,5-b]isoquinolin-9-one
• SMILES (Canonical): CCCC1=CNN2C1=CC3=CC=CC=C3C2=O
• SMILES (Isomeric): CCCC1=CNN2C1=CC3=CC=CC=C3C2=O
• InChI: InChI=1S/C14H14N2O/c1-2-5-11-9-15-16-13(11)8-10-6-3-4-7-12(10)14(16)17/h3-4,6-9,15H,2,5H2,1H3
• InChI Key: UEBKDIQNDUBHCD-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄N₂O
• Molecular Weight: 226.27 g/mol
• Exact Mass: 226.110613074 g/mol
• Topological Polar Surface Area (TPSA): 32.30 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• Aphe-2
• 3-Propyl-1H-pyrazolo(2,3-b)isoquinolin-9-one
• 146426-36-0
• 3-propyl-1H-pyrazolo[1,5-b]isoquinolin-9-one
• DTXSID50163371
• Pyrazolo(1,5-b)isoquinolin-9(1H)-one, 3-propyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9923	99.23%
Caco-2	+	0.8820	88.20%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7701	77.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.6135	61.35%
BSEP inhibitior	-	0.7050	70.50%
P-glycoprotein inhibitior	-	0.9432	94.32%
P-glycoprotein substrate	-	0.7813	78.13%
CYP3A4 substrate	-	0.5194	51.94%
CYP2C9 substrate	-	0.5816	58.16%
CYP2D6 substrate	-	0.8522	85.22%
CYP3A4 inhibition	-	0.7064	70.64%
CYP2C9 inhibition	-	0.6304	63.04%
CYP2C19 inhibition	-	0.7034	70.34%
CYP2D6 inhibition	-	0.7784	77.84%
CYP1A2 inhibition	+	0.8400	84.00%
CYP2C8 inhibition	-	0.7423	74.23%
CYP inhibitory promiscuity	+	0.6285	62.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5674	56.74%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9327	93.27%
Skin irritation	-	0.7855	78.55%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6869	68.69%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.7304	73.04%
skin sensitisation	-	0.8136	81.36%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.5803	58.03%
Acute Oral Toxicity (c)	III	0.5961	59.61%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	-	0.6129	61.29%
Thyroid receptor binding	+	0.6957	69.57%
Glucocorticoid receptor binding	+	0.5913	59.13%
Aromatase binding	+	0.6546	65.46%
PPAR gamma	+	0.6663	66.63%
Honey bee toxicity	-	0.9544	95.44%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.7290	72.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.44%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	94.39%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.29%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.46%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.78%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.64%	93.99%
CHEMBL228	P31645	Serotonin transporter	87.13%	95.51%
CHEMBL3401	O75469	Pregnane X receptor	86.26%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.86%	94.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	82.98%	92.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.27%	99.23%
CHEMBL230	P35354	Cyclooxygenase-2	80.16%	89.63%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.16%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 132767
• LOTUS: LTS0093296
• wikiData: Q77515035