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(1E,3R)-3-[(R)-(4-hydroxyphenyl)-methoxymethyl]-1-[(3R)-3-[(S)-(4-hydroxyphenyl)-methoxymethyl]-3-methoxy-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

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Internal ID 87892ec7-d700-4d86-bc62-c219ea411746
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles
IUPAC Name (1E,3R)-3-[(R)-(4-hydroxyphenyl)-methoxymethyl]-1-[(3R)-3-[(S)-(4-hydroxyphenyl)-methoxymethyl]-3-methoxy-2-oxo-4H-cyclopenta[b]indol-1-ylidene]-3-methoxy-4H-cyclopenta[b]indol-2-one
SMILES (Canonical) COC(C1=CC=C(C=C1)O)C2(C3=C(C4=CC=CC=C4N3)C(=C5C6=C(C(C5=O)(C(C7=CC=C(C=C7)O)OC)OC)NC8=CC=CC=C86)C2=O)OC
SMILES (Isomeric) CO[C@H](C1=CC=C(C=C1)O)[C@@]2(C3=C(C4=CC=CC=C4N3)/C(=C\5/C6=C([C@](C5=O)([C@H](C7=CC=C(C=C7)O)OC)OC)NC8=CC=CC=C86)/C2=O)OC
InChI InChI=1S/C40H34N2O8/c1-47-37(21-13-17-23(43)18-14-21)39(49-3)33-29(25-9-5-7-11-27(25)41-33)31(35(39)45)32-30-26-10-6-8-12-28(26)42-34(30)40(50-4,36(32)46)38(48-2)22-15-19-24(44)20-16-22/h5-20,37-38,41-44H,1-4H3/b32-31+/t37-,38+,39-,40-/m0/s1
InChI Key JJTLRFUXUFDNRP-HTWVLANASA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H34N2O8
Molecular Weight 670.70 g/mol
Exact Mass 670.23151605 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 4.70
Atomic LogP (AlogP) 6.60
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1E,3R)-3-[(R)-(4-hydroxyphenyl)-methoxymethyl]-1-[(3R)-3-[(S)-(4-hydroxyphenyl)-methoxymethyl]-3-methoxy-2-oxo-4H-cyclopenta[b]indol-1-ylidene]-3-methoxy-4H-cyclopenta[b]indol-2-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9932 99.32%
Caco-2 - 0.8246 82.46%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7242 72.42%
OATP2B1 inhibitior - 0.8603 86.03%
OATP1B1 inhibitior + 0.8160 81.60%
OATP1B3 inhibitior + 0.9165 91.65%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8745 87.45%
P-glycoprotein inhibitior + 0.8299 82.99%
P-glycoprotein substrate - 0.6464 64.64%
CYP3A4 substrate + 0.6012 60.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7875 78.75%
CYP3A4 inhibition + 0.5252 52.52%
CYP2C9 inhibition + 0.7410 74.10%
CYP2C19 inhibition + 0.6479 64.79%
CYP2D6 inhibition - 0.7575 75.75%
CYP1A2 inhibition + 0.5903 59.03%
CYP2C8 inhibition + 0.6013 60.13%
CYP inhibitory promiscuity + 0.8542 85.42%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9343 93.43%
Carcinogenicity (trinary) Danger 0.3998 39.98%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.8867 88.67%
Skin irritation - 0.8448 84.48%
Skin corrosion - 0.9420 94.20%
Ames mutagenesis + 0.5963 59.63%
Human Ether-a-go-go-Related Gene inhibition + 0.7326 73.26%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.5343 53.43%
skin sensitisation - 0.8752 87.52%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity + 0.6262 62.62%
Acute Oral Toxicity (c) III 0.5179 51.79%
Estrogen receptor binding + 0.8378 83.78%
Androgen receptor binding + 0.8292 82.92%
Thyroid receptor binding + 0.7024 70.24%
Glucocorticoid receptor binding + 0.7690 76.90%
Aromatase binding + 0.6169 61.69%
PPAR gamma + 0.7218 72.18%
Honey bee toxicity - 0.7375 73.75%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9285 92.85%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.38% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.51% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.34% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.05% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.62% 85.14%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 92.49% 91.71%
CHEMBL1951 P21397 Monoamine oxidase A 92.44% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.42% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 91.64% 94.62%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 90.74% 94.23%
CHEMBL2535 P11166 Glucose transporter 90.08% 98.75%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.70% 94.08%
CHEMBL242 Q92731 Estrogen receptor beta 89.46% 98.35%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.95% 99.23%
CHEMBL3192 Q9BY41 Histone deacetylase 8 88.19% 93.99%
CHEMBL3310 Q96DB2 Histone deacetylase 11 86.45% 88.56%
CHEMBL5103 Q969S8 Histone deacetylase 10 85.55% 90.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.95% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 83.49% 94.73%
CHEMBL1937 Q92769 Histone deacetylase 2 83.16% 94.75%
CHEMBL210 P07550 Beta-2 adrenergic receptor 82.81% 96.90%
CHEMBL3524 P56524 Histone deacetylase 4 82.43% 92.97%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 82.38% 94.97%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.10% 94.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163191096
LOTUS LTS0166204
wikiData Q105129895