(4S)-5-oxo-2-pyrrol-1-yl-4-(2,3,4-trimethoxyphenyl)-4,6,7,8-tetrahydrochromene-3-carbonitrile

Details

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Internal ID da9c48bb-fe9e-43ca-96c9-f57f64e1ece7
Taxonomy Benzenoids > Phenol ethers > Anisoles
IUPAC Name (4S)-5-oxo-2-pyrrol-1-yl-4-(2,3,4-trimethoxyphenyl)-4,6,7,8-tetrahydrochromene-3-carbonitrile
SMILES (Canonical) COC1=C(C(=C(C=C1)C2C(=C(OC3=C2C(=O)CCC3)N4C=CC=C4)C#N)OC)OC
SMILES (Isomeric) COC1=C(C(=C(C=C1)[C@H]2C(=C(OC3=C2C(=O)CCC3)N4C=CC=C4)C#N)OC)OC
InChI InChI=1S/C23H22N2O5/c1-27-18-10-9-14(21(28-2)22(18)29-3)19-15(13-24)23(25-11-4-5-12-25)30-17-8-6-7-16(26)20(17)19/h4-5,9-12,19H,6-8H2,1-3H3/t19-/m0/s1
InChI Key ZPXDTWQODTWJRF-IBGZPJMESA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H22N2O5
Molecular Weight 406.40 g/mol
Exact Mass 406.15287181 g/mol
Topological Polar Surface Area (TPSA) 82.70 Ų
XlogP 2.40
Atomic LogP (AlogP) 4.03
H-Bond Acceptor 7
H-Bond Donor 0
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4S)-5-oxo-2-pyrrol-1-yl-4-(2,3,4-trimethoxyphenyl)-4,6,7,8-tetrahydrochromene-3-carbonitrile

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9803 98.03%
Caco-2 + 0.5858 58.58%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.6282 62.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9132 91.32%
OATP1B3 inhibitior + 0.9340 93.40%
MATE1 inhibitior - 0.7000 70.00%
OCT2 inhibitior - 0.7572 75.72%
BSEP inhibitior + 0.9614 96.14%
P-glycoprotein inhibitior + 0.8923 89.23%
P-glycoprotein substrate - 0.7416 74.16%
CYP3A4 substrate + 0.6281 62.81%
CYP2C9 substrate - 0.7849 78.49%
CYP2D6 substrate - 0.8163 81.63%
CYP3A4 inhibition + 0.8681 86.81%
CYP2C9 inhibition - 0.5172 51.72%
CYP2C19 inhibition - 0.5263 52.63%
CYP2D6 inhibition - 0.9143 91.43%
CYP1A2 inhibition - 0.7957 79.57%
CYP2C8 inhibition + 0.5494 54.94%
CYP inhibitory promiscuity + 0.5527 55.27%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4264 42.64%
Eye corrosion - 0.9829 98.29%
Eye irritation - 0.9645 96.45%
Skin irritation - 0.7936 79.36%
Skin corrosion - 0.9346 93.46%
Ames mutagenesis + 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6646 66.46%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.5303 53.03%
skin sensitisation - 0.8628 86.28%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.6703 67.03%
Acute Oral Toxicity (c) III 0.5964 59.64%
Estrogen receptor binding + 0.8061 80.61%
Androgen receptor binding + 0.7191 71.91%
Thyroid receptor binding + 0.7208 72.08%
Glucocorticoid receptor binding + 0.9028 90.28%
Aromatase binding + 0.5184 51.84%
PPAR gamma + 0.7407 74.07%
Honey bee toxicity - 0.8288 82.88%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9016 90.16%

Targets

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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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.77% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.94% 97.25%
CHEMBL2535 P11166 Glucose transporter 94.08% 98.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.51% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.36% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.30% 99.23%
CHEMBL1871 P10275 Androgen Receptor 90.66% 96.43%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.60% 97.09%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 90.25% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.02% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.40% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.17% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.66% 85.14%
CHEMBL1255126 O15151 Protein Mdm4 81.96% 90.20%
CHEMBL5028 O14672 ADAM10 81.20% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.08% 97.14%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 80.89% 93.65%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.45% 93.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 80.19% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.06% 94.00%

Plants that contains it

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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.
Aglaia rubiginosa
Shorea robusta

Cross-Links

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PubChem 7347487
LOTUS LTS0241326
wikiData Q82660423