PlantaeDB Logo
Login Sign-up

3-[(4-hydroxyphenyl)-methoxymethyl]-1-[3-[(4-hydroxyphenyl)methylidene]-2-oxo-4H-cyclopenta[b]indol-1-ylidene]-3-methoxy-4H-cyclopenta[b]indol-2-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 93c9141d-51f4-444a-98fa-df7ae4b8498b
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles
IUPAC Name 3-[(4-hydroxyphenyl)-methoxymethyl]-1-[3-[(4-hydroxyphenyl)methylidene]-2-oxo-4H-cyclopenta[b]indol-1-ylidene]-3-methoxy-4H-cyclopenta[b]indol-2-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C38H28N2O6/c1-45-37(21-13-17-23(42)18-14-21)38(46-2)35-30(25-8-4-6-10-28(25)40-35)32(36(38)44)31-29-24-7-3-5-9-27(24)39-33(29)26(34(31)43)19-20-11-15-22(41)16-12-20/h3-19,37,39-42H,1-2H3
InChI Key LYBUQCYMUDBGSN-UHFFFAOYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

Top
Molecular Formula C38H28N2O6
Molecular Weight 608.60 g/mol
Exact Mass 608.19473662 g/mol
Topological Polar Surface Area (TPSA) 125.00 Ų
XlogP 5.60
Atomic LogP (AlogP) 6.91
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-[(4-hydroxyphenyl)-methoxymethyl]-1-[3-[(4-hydroxyphenyl)methylidene]-2-oxo-4H-cyclopenta[b]indol-1-ylidene]-3-methoxy-4H-cyclopenta[b]indol-2-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9938 99.38%
Caco-2 - 0.8327 83.27%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7516 75.16%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8079 80.79%
OATP1B3 inhibitior + 0.9295 92.95%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.9334 93.34%
P-glycoprotein inhibitior + 0.8381 83.81%
P-glycoprotein substrate - 0.5445 54.45%
CYP3A4 substrate + 0.6474 64.74%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7875 78.75%
CYP3A4 inhibition - 0.5436 54.36%
CYP2C9 inhibition + 0.7734 77.34%
CYP2C19 inhibition + 0.6647 66.47%
CYP2D6 inhibition - 0.7471 74.71%
CYP1A2 inhibition + 0.6066 60.66%
CYP2C8 inhibition + 0.7704 77.04%
CYP inhibitory promiscuity + 0.8572 85.72%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9243 92.43%
Carcinogenicity (trinary) Non-required 0.4083 40.83%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8790 87.90%
Skin irritation - 0.8462 84.62%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7543 75.43%
Micronuclear + 0.8400 84.00%
Hepatotoxicity + 0.5242 52.42%
skin sensitisation - 0.8710 87.10%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6556 65.56%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity + 0.6572 65.72%
Acute Oral Toxicity (c) III 0.5176 51.76%
Estrogen receptor binding + 0.8669 86.69%
Androgen receptor binding + 0.8623 86.23%
Thyroid receptor binding + 0.7206 72.06%
Glucocorticoid receptor binding + 0.8175 81.75%
Aromatase binding + 0.5521 55.21%
PPAR gamma + 0.7820 78.20%
Honey bee toxicity - 0.6701 67.01%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9222 92.22%

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 99.35% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.29% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.31% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.63% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.13% 98.95%
CHEMBL242 Q92731 Estrogen receptor beta 95.15% 98.35%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 94.76% 91.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.74% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.77% 89.00%
CHEMBL2535 P11166 Glucose transporter 90.48% 98.75%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.73% 94.62%
CHEMBL3524 P56524 Histone deacetylase 4 89.58% 92.97%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.55% 94.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.49% 85.14%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.96% 93.99%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 87.93% 94.23%
CHEMBL240 Q12809 HERG 87.38% 89.76%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 85.54% 97.53%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.24% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 84.96% 94.73%
CHEMBL1829 O15379 Histone deacetylase 3 83.15% 95.00%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 82.97% 89.67%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.96% 94.97%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.92% 86.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.64% 90.08%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 81.69% 89.44%

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.
There are no matching plants.

Cross-Links

Top
PubChem 85149464
LOTUS LTS0062586
wikiData Q104171444