5-hydroxy-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one

Details

• Internal ID: ca7122e7-113e-4bd0-91d4-fbf591671ae2
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines
• IUPAC Name: 5-hydroxy-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one
• InChI: InChI=1S/C11H10N2O2/c14-8-4-1-3-7-10(8)12-9-5-2-6-13(9)11(7)15/h1,3-4,14H,2,5-6H2
• InChI Key: VASLDXYTSVTJKY-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀N₂O₂
• Molecular Weight: 202.21 g/mol
• Exact Mass: 202.074227566 g/mol
• Topological Polar Surface Area (TPSA): 52.90 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.05
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 5-hydroxy-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one
• 5-hydroxydeoxyvasicinone
• 5-hydroxy-2,3-dihydro-1H-pyrrolo[2,1-b]quinazolin-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.7878	78.78%
Blood Brain Barrier	+	0.8167	81.67%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8325	83.25%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9670	96.70%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	+	0.5545	55.45%
BSEP inhibitior	-	0.9400	94.00%
P-glycoprotein inhibitior	-	0.9788	97.88%
P-glycoprotein substrate	-	0.8850	88.50%
CYP3A4 substrate	-	0.5113	51.13%
CYP2C9 substrate	-	0.6117	61.17%
CYP2D6 substrate	-	0.8450	84.50%
CYP3A4 inhibition	-	0.9144	91.44%
CYP2C9 inhibition	-	0.7321	73.21%
CYP2C19 inhibition	-	0.8397	83.97%
CYP2D6 inhibition	-	0.8932	89.32%
CYP1A2 inhibition	+	0.9206	92.06%
CYP2C8 inhibition	-	0.9381	93.81%
CYP inhibitory promiscuity	+	0.5637	56.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6462	64.62%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.5694	56.94%
Skin irritation	-	0.8368	83.68%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7673	76.73%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.9047	90.47%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.5766	57.66%
Acute Oral Toxicity (c)	II	0.5503	55.03%
Estrogen receptor binding	+	0.6047	60.47%
Androgen receptor binding	-	0.6381	63.81%
Thyroid receptor binding	+	0.5988	59.88%
Glucocorticoid receptor binding	+	0.6054	60.54%
Aromatase binding	-	0.6576	65.76%
PPAR gamma	+	0.8724	87.24%
Honey bee toxicity	-	0.9624	96.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	-	0.7805	78.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	97.44%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.56%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.63%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.44%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.04%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.78%	94.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.13%	93.40%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.86%	93.99%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.84%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	86.10%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.59%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	84.94%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 12162127
• LOTUS: LTS0112750
• wikiData: Q77420863