4-(5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)phenol

Details

• Internal ID: de3cb114-43a0-41c2-8ea7-8f5a57822c3d
• Taxonomy: Organoheterocyclic compounds > Azoles > Pyrazoles > Phenylpyrazoles
• IUPAC Name: 4-(5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)phenol
• SMILES (Canonical): C1CC2=C(C=NN2C1)C3=CC=C(C=C3)O
• SMILES (Isomeric): C1CC2=C(C=NN2C1)C3=CC=C(C=C3)O
• InChI: InChI=1S/C12H12N2O/c15-10-5-3-9(4-6-10)11-8-13-14-7-1-2-12(11)14/h3-6,8,15H,1-2,7H2
• InChI Key: PPTCAFUWKZJKJY-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂N₂O
• Molecular Weight: 200.24 g/mol
• Exact Mass: 200.094963011 g/mol
• Topological Polar Surface Area (TPSA): 38.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.20
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8933	89.33%
Blood Brain Barrier	+	0.8856	88.56%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7202	72.02%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.9338	93.38%
OATP1B3 inhibitior	+	0.9417	94.17%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.9018	90.18%
P-glycoprotein inhibitior	-	0.9692	96.92%
P-glycoprotein substrate	-	0.8535	85.35%
CYP3A4 substrate	-	0.6144	61.44%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7551	75.51%
CYP3A4 inhibition	-	0.8715	87.15%
CYP2C9 inhibition	-	0.5258	52.58%
CYP2C19 inhibition	-	0.5506	55.06%
CYP2D6 inhibition	-	0.6662	66.62%
CYP1A2 inhibition	+	0.8843	88.43%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.6310	63.10%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8334	83.34%
Carcinogenicity (trinary)	Non-required	0.5628	56.28%
Eye corrosion	-	0.9833	98.33%
Eye irritation	+	0.5773	57.73%
Skin irritation	-	0.6827	68.27%
Skin corrosion	-	0.9136	91.36%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6561	65.61%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5051	50.51%
skin sensitisation	-	0.8611	86.11%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7087	70.87%
Acute Oral Toxicity (c)	III	0.5116	51.16%
Estrogen receptor binding	+	0.8265	82.65%
Androgen receptor binding	+	0.6534	65.34%
Thyroid receptor binding	+	0.5374	53.74%
Glucocorticoid receptor binding	-	0.6232	62.32%
Aromatase binding	+	0.6326	63.26%
PPAR gamma	+	0.8699	86.99%
Honey bee toxicity	-	0.9538	95.38%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.4391	43.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	96.21%	93.10%
CHEMBL2581	P07339	Cathepsin D	95.05%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.31%	93.40%
CHEMBL242	Q92731	Estrogen receptor beta	91.98%	98.35%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.87%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.65%	86.33%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	86.37%	98.46%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.69%	95.78%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	84.53%	95.64%
CHEMBL5747	Q92793	CREB-binding protein	84.52%	95.12%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.95%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	81.92%	83.82%
CHEMBL206	P03372	Estrogen receptor alpha	81.34%	97.64%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.25%	94.00%

Plants that contains it

• Artemisia ludoviciana
• Elytraria acaulis
• Leucanthemopsis pulverulenta
• Newbouldia laevis
• Tanacetum parthenium

Cross-Links

• PubChem: 71607972
• LOTUS: LTS0035514
• wikiData: Q105144395