Alkene, 29

Details

• Internal ID: 24b15aea-4459-4608-8a72-84b3ea3720f6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Dibenzopyrans
• IUPAC Name: (5Z)-10-methoxy-2,2,4-trimethyl-5-[[3-[(E)-pent-2-en-2-yl]thiophen-2-yl]methylidene]-1H-chromeno[3,4-f]quinolin-9-ol
• SMILES (Canonical): CCC=C(C)C1=C(SC=C1)C=C2C3=C(C=CC4=C3C(=CC(N4)(C)C)C)C5=C(O2)C=CC(=C5OC)O
• SMILES (Isomeric): CC/C=C(\C)/C1=C(SC=C1)/C=C\2/C3=C(C=CC4=C3C(=CC(N4)(C)C)C)C5=C(O2)C=CC(=C5OC)O
• InChI: InChI=1S/C30H31NO3S/c1-7-8-17(2)19-13-14-35-25(19)15-24-27-20(28-23(34-24)12-11-22(32)29(28)33-6)9-10-21-26(27)18(3)16-30(4,5)31-21/h8-16,31-32H,7H2,1-6H3/b17-8+,24-15-
• InChI Key: CAVTYMQSFAIXRJ-AKXZRBJUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₁NO₃S
• Molecular Weight: 485.60 g/mol
• Exact Mass: 485.20246502 g/mol
• Topological Polar Surface Area (TPSA): 79.00 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 8.44
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL428922
• BDBM18626
• (18Z)-12-methoxy-3,5,5-trimethyl-18-({3-[(2E)-pent-2-en-2-yl]thiophen-2-yl}methylidene)-17-oxa-6-azatetracyclo[8.8.0.0;{2,7}.0;{11,16}]octadeca-1(10),2(7),3,8,11,13,15-heptaen-13-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9916	99.16%
Caco-2	-	0.5266	52.66%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.3592	35.92%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8518	85.18%
OATP1B3 inhibitior	+	0.9315	93.15%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9909	99.09%
P-glycoprotein inhibitior	+	0.8012	80.12%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6569	65.69%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	+	0.3992	39.92%
CYP3A4 inhibition	-	0.6668	66.68%
CYP2C9 inhibition	+	0.6293	62.93%
CYP2C19 inhibition	+	0.7628	76.28%
CYP2D6 inhibition	-	0.6797	67.97%
CYP1A2 inhibition	+	0.6613	66.13%
CYP2C8 inhibition	+	0.6838	68.38%
CYP inhibitory promiscuity	+	0.9478	94.78%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5146	51.46%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.7878	78.78%
Skin irritation	-	0.7817	78.17%
Skin corrosion	-	0.9212	92.12%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7389	73.89%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.7771	77.71%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4823	48.23%
Acute Oral Toxicity (c)	III	0.5947	59.47%
Estrogen receptor binding	+	0.9332	93.32%
Androgen receptor binding	+	0.7071	70.71%
Thyroid receptor binding	+	0.7685	76.85%
Glucocorticoid receptor binding	+	0.8640	86.40%
Aromatase binding	+	0.6656	66.56%
PPAR gamma	+	0.8738	87.38%
Honey bee toxicity	-	0.7079	70.79%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9798	97.98%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2034	P04150	Glucocorticoid receptor	0.5 nM	EC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.16%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.64%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.90%	98.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.33%	85.30%
CHEMBL1937	Q92769	Histone deacetylase 2	93.24%	94.75%
CHEMBL3492	P49721	Proteasome Macropain subunit	92.56%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.87%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.97%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	89.78%	94.73%
CHEMBL4208	P20618	Proteasome component C5	88.70%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.42%	95.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.01%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.69%	96.95%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.64%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.55%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.32%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.76%	99.15%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	84.42%	92.68%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.11%	96.90%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	83.79%	91.79%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.03%	92.88%
CHEMBL4237	O75582	Ribosomal protein S6 kinase alpha 5	82.78%	91.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.14%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.02%	93.56%
CHEMBL2535	P11166	Glucose transporter	81.67%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.36%	92.62%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.25%	85.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.79%	89.00%

Plants that contains it

• Piper sarmentosum

Cross-Links

• PubChem: 17758236
• LOTUS: LTS0229677
• wikiData: Q104951986