1-(3-Hydroxy-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-9-yl)propan-2-one

Details

• Internal ID: 7d8e6b46-9e4a-445f-8bec-e1a855bbbe30
• Taxonomy: Organoheterocyclic compounds > Diazanaphthalenes > Benzodiazines > Quinazolines
• IUPAC Name: 1-(3-hydroxy-1,2,3,9-tetrahydropyrrolo[2,1-b]quinazolin-9-yl)propan-2-one
• SMILES (Canonical): CC(=O)CC1C2=CC=CC=C2N=C3N1CCC3O
• SMILES (Isomeric): CC(=O)CC1C2=CC=CC=C2N=C3N1CCC3O
• InChI: InChI=1S/C14H16N2O2/c1-9(17)8-12-10-4-2-3-5-11(10)15-14-13(18)6-7-16(12)14/h2-5,12-13,18H,6-8H2,1H3
• InChI Key: XCVYWXLCLJENRL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆N₂O₂
• Molecular Weight: 244.29 g/mol
• Exact Mass: 244.121177757 g/mol
• Topological Polar Surface Area (TPSA): 52.90 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.82
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.7094	70.94%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7849	78.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9142	91.42%
OATP1B3 inhibitior	+	0.9413	94.13%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6431	64.31%
P-glycoprotein inhibitior	-	0.9736	97.36%
P-glycoprotein substrate	-	0.6392	63.92%
CYP3A4 substrate	+	0.5841	58.41%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7743	77.43%
CYP3A4 inhibition	-	0.6860	68.60%
CYP2C9 inhibition	-	0.7355	73.55%
CYP2C19 inhibition	-	0.7364	73.64%
CYP2D6 inhibition	-	0.6869	68.69%
CYP1A2 inhibition	-	0.5739	57.39%
CYP2C8 inhibition	-	0.7812	78.12%
CYP inhibitory promiscuity	-	0.8494	84.94%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6637	66.37%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9821	98.21%
Skin irritation	-	0.7834	78.34%
Skin corrosion	-	0.8969	89.69%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4096	40.96%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8432	84.32%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.4553	45.53%
Acute Oral Toxicity (c)	III	0.5988	59.88%
Estrogen receptor binding	-	0.7116	71.16%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.8046	80.46%
Glucocorticoid receptor binding	+	0.7215	72.15%
Aromatase binding	-	0.7456	74.56%
PPAR gamma	-	0.6023	60.23%
Honey bee toxicity	-	0.9664	96.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5249	52.49%
Fish aquatic toxicity	-	0.5880	58.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.68%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.86%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.29%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.45%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.14%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	83.18%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.25%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	80.93%	83.82%
CHEMBL5028	O14672	ADAM10	80.07%	97.50%

Plants that contains it

• Justicia adhatoda
• Peganum harmala

Cross-Links

• PubChem: 14391707
• LOTUS: LTS0202549
• wikiData: Q104251647