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

Details

• Internal ID: 16938ccf-7919-45a9-b175-e568e3f0a9d5
• 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]-1H-quinazoline-2,4-dione
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2C(=CN3)CCN4C(=O)C5=CC=CC=C5NC4=O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2C(=CN3)CCN4C(=O)C5=CC=CC=C5NC4=O)C
• InChI: InChI=1S/C23H21N3O3/c1-23(2)11-9-16-19(29-23)8-7-18-20(16)14(13-24-18)10-12-26-21(27)15-5-3-4-6-17(15)25-22(26)28/h3-9,11,13,24H,10,12H2,1-2H3,(H,25,28)
• InChI Key: NMWOOVXJOYZHJD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₁N₃O₃
• Molecular Weight: 387.40 g/mol
• Exact Mass: 387.15829154 g/mol
• Topological Polar Surface Area (TPSA): 74.40 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9869	98.69%
Caco-2	-	0.6616	66.16%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7586	75.86%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.8591	85.91%
OATP1B3 inhibitior	+	0.9397	93.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6316	63.16%
BSEP inhibitior	+	0.9658	96.58%
P-glycoprotein inhibitior	+	0.6507	65.07%
P-glycoprotein substrate	-	0.5407	54.07%
CYP3A4 substrate	+	0.7058	70.58%
CYP2C9 substrate	-	0.5995	59.95%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	-	0.7028	70.28%
CYP2C9 inhibition	-	0.6131	61.31%
CYP2C19 inhibition	-	0.7433	74.33%
CYP2D6 inhibition	-	0.8529	85.29%
CYP1A2 inhibition	-	0.5826	58.26%
CYP2C8 inhibition	-	0.6041	60.41%
CYP inhibitory promiscuity	+	0.5742	57.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5812	58.12%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9798	97.98%
Skin irritation	-	0.8419	84.19%
Skin corrosion	-	0.9450	94.50%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7274	72.74%
Micronuclear	+	0.8600	86.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8942	89.42%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7568	75.68%
Acute Oral Toxicity (c)	III	0.5978	59.78%
Estrogen receptor binding	+	0.9014	90.14%
Androgen receptor binding	+	0.6979	69.79%
Thyroid receptor binding	+	0.7324	73.24%
Glucocorticoid receptor binding	+	0.8439	84.39%
Aromatase binding	+	0.6982	69.82%
PPAR gamma	+	0.7820	78.20%
Honey bee toxicity	-	0.7829	78.29%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8975	89.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.72%	89.76%
CHEMBL2581	P07339	Cathepsin D	98.96%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	98.29%	98.59%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.96%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.92%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.22%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.80%	85.14%
CHEMBL1914	P06276	Butyrylcholinesterase	94.68%	95.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.78%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.04%	89.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	90.51%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.71%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.11%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	87.66%	91.49%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.63%	88.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.57%	90.08%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	86.46%	85.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.57%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.85%	96.77%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.55%	80.96%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	83.03%	90.71%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	82.13%	81.14%
CHEMBL2535	P11166	Glucose transporter	82.08%	98.75%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.77%	96.39%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.36%	86.33%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.61%	96.67%

Plants that contains it

• Conchocarpus gaudichaudianus

Cross-Links

• PubChem: 162992178
• LOTUS: LTS0053533
• wikiData: Q104172650