3-[2-(7,7-dimethyl-3H-pyrano[3,2-e]indol-1-yl)ethyl]-1-methylquinazoline-2,4-dione

Details

• Internal ID: 40d41d72-64e3-471c-92ed-4b3e1d408bbb
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 3-[2-(7,7-dimethyl-3H-pyrano[3,2-e]indol-1-yl)ethyl]-1-methylquinazoline-2,4-dione
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2C(=CN3)CCN4C(=O)C5=CC=CC=C5N(C4=O)C)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2C(=CN3)CCN4C(=O)C5=CC=CC=C5N(C4=O)C)C
• InChI: InChI=1S/C24H23N3O3/c1-24(2)12-10-17-20(30-24)9-8-18-21(17)15(14-25-18)11-13-27-22(28)16-6-4-5-7-19(16)26(3)23(27)29/h4-10,12,14,25H,11,13H2,1-3H3
• InChI Key: WIPFLYROFHVKGF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₃N₃O₃
• Molecular Weight: 401.50 g/mol
• Exact Mass: 401.17394160 g/mol
• Topological Polar Surface Area (TPSA): 65.60 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9820	98.20%
Caco-2	-	0.5803	58.03%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6997	69.97%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8758	87.58%
OATP1B3 inhibitior	+	0.9354	93.54%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9535	95.35%
P-glycoprotein inhibitior	+	0.7595	75.95%
P-glycoprotein substrate	-	0.5242	52.42%
CYP3A4 substrate	+	0.7075	70.75%
CYP2C9 substrate	-	0.6029	60.29%
CYP2D6 substrate	-	0.8381	83.81%
CYP3A4 inhibition	-	0.5935	59.35%
CYP2C9 inhibition	-	0.6520	65.20%
CYP2C19 inhibition	-	0.7205	72.05%
CYP2D6 inhibition	-	0.8423	84.23%
CYP1A2 inhibition	+	0.6654	66.54%
CYP2C8 inhibition	-	0.6542	65.42%
CYP inhibitory promiscuity	-	0.5409	54.09%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6014	60.14%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9751	97.51%
Skin irritation	-	0.8316	83.16%
Skin corrosion	-	0.9383	93.83%
Ames mutagenesis	+	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8537	85.37%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8933	89.33%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6934	69.34%
Acute Oral Toxicity (c)	III	0.6112	61.12%
Estrogen receptor binding	+	0.9022	90.22%
Androgen receptor binding	+	0.6690	66.90%
Thyroid receptor binding	+	0.7948	79.48%
Glucocorticoid receptor binding	+	0.8461	84.61%
Aromatase binding	+	0.7198	71.98%
PPAR gamma	+	0.7853	78.53%
Honey bee toxicity	-	0.7881	78.81%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8512	85.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL255	P29275	Adenosine A2b receptor	99.16%	98.59%
CHEMBL3192	Q9BY41	Histone deacetylase 8	98.48%	93.99%
CHEMBL2581	P07339	Cathepsin D	98.31%	98.95%
CHEMBL240	Q12809	HERG	98.17%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.68%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.51%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.67%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.95%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	92.94%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.64%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.65%	94.00%
CHEMBL1914	P06276	Butyrylcholinesterase	89.67%	95.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.99%	91.49%
CHEMBL5103	Q969S8	Histone deacetylase 10	87.81%	90.08%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	87.37%	90.71%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.34%	80.96%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.35%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.43%	99.23%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	84.97%	85.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.44%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.14%	97.25%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.71%	96.39%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.38%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.37%	94.45%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.11%	96.67%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.62%	94.62%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.49%	85.49%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.21%	95.83%
CHEMBL1937	Q92769	Histone deacetylase 2	80.68%	94.75%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	80.31%	89.44%

Plants that contains it

• Conchocarpus gaudichaudianus

Cross-Links

• PubChem: 163093043
• LOTUS: LTS0035952
• wikiData: Q104200256