9-methoxy-3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazole

Details

Top
Internal ID b8fbd28d-6b8e-4eea-9a2e-a0bb41d5ff39
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
IUPAC Name 9-methoxy-3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazole
SMILES (Canonical) CC1=CC2=C(C3=C1OC(C=C3)(C)CCC=C(C)C)NC4=C2C=CC(=C4)OC
SMILES (Isomeric) CC1=CC2=C(C3=C1OC(C=C3)(C)CCC=C(C)C)NC4=C2C=CC(=C4)OC
InChI InChI=1S/C24H27NO2/c1-15(2)7-6-11-24(4)12-10-19-22-20(13-16(3)23(19)27-24)18-9-8-17(26-5)14-21(18)25-22/h7-10,12-14,25H,6,11H2,1-5H3
InChI Key JYCMSEXIUYQQTJ-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C24H27NO2
Molecular Weight 361.50 g/mol
Exact Mass 361.204179104 g/mol
Topological Polar Surface Area (TPSA) 34.20 Ų
XlogP 6.60
Atomic LogP (AlogP) 6.55
H-Bond Acceptor 2
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 9-methoxy-3,5-dimethyl-3-(4-methylpent-3-enyl)-11H-pyrano[3,2-a]carbazole

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9960 99.60%
Caco-2 + 0.6757 67.57%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6116 61.16%
OATP2B1 inhibitior - 0.8636 86.36%
OATP1B1 inhibitior + 0.7949 79.49%
OATP1B3 inhibitior + 0.9370 93.70%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.9932 99.32%
P-glycoprotein inhibitior + 0.8121 81.21%
P-glycoprotein substrate + 0.5101 51.01%
CYP3A4 substrate + 0.6454 64.54%
CYP2C9 substrate - 0.6079 60.79%
CYP2D6 substrate + 0.3574 35.74%
CYP3A4 inhibition + 0.5847 58.47%
CYP2C9 inhibition - 0.6125 61.25%
CYP2C19 inhibition + 0.5420 54.20%
CYP2D6 inhibition - 0.6195 61.95%
CYP1A2 inhibition + 0.7577 75.77%
CYP2C8 inhibition + 0.6620 66.20%
CYP inhibitory promiscuity + 0.8259 82.59%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5283 52.83%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.5683 56.83%
Skin irritation - 0.7829 78.29%
Skin corrosion - 0.9261 92.61%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8893 88.93%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.7398 73.98%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity - 0.9245 92.45%
Acute Oral Toxicity (c) III 0.5953 59.53%
Estrogen receptor binding + 0.9202 92.02%
Androgen receptor binding + 0.7351 73.51%
Thyroid receptor binding + 0.8928 89.28%
Glucocorticoid receptor binding + 0.8962 89.62%
Aromatase binding + 0.8155 81.55%
PPAR gamma + 0.7589 75.89%
Honey bee toxicity - 0.8261 82.61%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.7949 79.49%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.55% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.49% 94.45%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 94.40% 85.30%
CHEMBL1951 P21397 Monoamine oxidase A 93.94% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.85% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 92.86% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.46% 99.17%
CHEMBL1907 P15144 Aminopeptidase N 91.26% 93.31%
CHEMBL4208 P20618 Proteasome component C5 90.33% 90.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 90.01% 86.92%
CHEMBL255 P29275 Adenosine A2b receptor 89.53% 98.59%
CHEMBL1937 Q92769 Histone deacetylase 2 89.52% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.69% 95.56%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.07% 91.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.75% 86.33%
CHEMBL2581 P07339 Cathepsin D 86.91% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 86.81% 93.99%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 86.36% 94.80%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.06% 92.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.66% 96.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.72% 95.89%
CHEMBL325 Q13547 Histone deacetylase 1 83.26% 95.92%
CHEMBL3922 P50579 Methionine aminopeptidase 2 82.92% 97.28%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.71% 89.00%
CHEMBL226 P30542 Adenosine A1 receptor 81.09% 95.93%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.87% 94.00%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Murraya koenigii

Cross-Links

Top
PubChem 71496524
LOTUS LTS0257689
wikiData Q105136926