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(1R,6S,7E,9S,11E,13R,14S,17R,18S)-6,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,15,16-tetramethyl-19-azatricyclo[11.7.0.01,17]icosa-7,11,15-triene-2,5,20-trione

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 82a2a7c5-4fb2-4399-b889-044452eb5de7
Taxonomy Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
IUPAC Name (1R,6S,7E,9S,11E,13R,14S,17R,18S)-6,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,15,16-tetramethyl-19-azatricyclo[11.7.0.01,17]icosa-7,11,15-triene-2,5,20-trione
SMILES (Canonical) CC1CC=CC2C(C(=C(C3C2(C(=O)CCC(=O)C(C(=C1)C)O)C(=O)NC3CC4=CNC5=CC=CC=C54)C)C)O
SMILES (Isomeric) C[C@H]\1C/C=C/[C@H]2[C@@H](C(=C([C@@H]3[C@@]2(C(=O)CCC(=O)[C@H](/C(=C1)/C)O)C(=O)N[C@H]3CC4=CNC5=CC=CC=C54)C)C)O
InChI InChI=1S/C32H38N2O5/c1-17-8-7-10-23-30(38)20(4)19(3)28-25(15-21-16-33-24-11-6-5-9-22(21)24)34-31(39)32(23,28)27(36)13-12-26(35)29(37)18(2)14-17/h5-7,9-11,14,16-17,23,25,28-30,33,37-38H,8,12-13,15H2,1-4H3,(H,34,39)/b10-7+,18-14+/t17-,23-,25-,28-,29-,30+,32+/m0/s1
InChI Key LXPGDDICGFGPQK-BOFQXVKOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H38N2O5
Molecular Weight 530.70 g/mol
Exact Mass 530.27807232 g/mol
Topological Polar Surface Area (TPSA) 120.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 3.96
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,6S,7E,9S,11E,13R,14S,17R,18S)-6,14-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,15,16-tetramethyl-19-azatricyclo[11.7.0.01,17]icosa-7,11,15-triene-2,5,20-trione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9820 98.20%
Caco-2 - 0.8112 81.12%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.5866 58.66%
OATP2B1 inhibitior - 0.8553 85.53%
OATP1B1 inhibitior + 0.8592 85.92%
OATP1B3 inhibitior + 0.9227 92.27%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6843 68.43%
BSEP inhibitior + 0.9826 98.26%
P-glycoprotein inhibitior + 0.7404 74.04%
P-glycoprotein substrate + 0.6599 65.99%
CYP3A4 substrate + 0.7102 71.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8176 81.76%
CYP3A4 inhibition - 0.6544 65.44%
CYP2C9 inhibition - 0.7447 74.47%
CYP2C19 inhibition - 0.7342 73.42%
CYP2D6 inhibition - 0.9037 90.37%
CYP1A2 inhibition - 0.7820 78.20%
CYP2C8 inhibition + 0.6451 64.51%
CYP inhibitory promiscuity + 0.6013 60.13%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4044 40.44%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9687 96.87%
Skin irritation - 0.7643 76.43%
Skin corrosion - 0.9293 92.93%
Ames mutagenesis + 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7818 78.18%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8633 86.33%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.7536 75.36%
Acute Oral Toxicity (c) III 0.3804 38.04%
Estrogen receptor binding + 0.8260 82.60%
Androgen receptor binding + 0.6276 62.76%
Thyroid receptor binding + 0.6455 64.55%
Glucocorticoid receptor binding + 0.8135 81.35%
Aromatase binding + 0.5974 59.74%
PPAR gamma + 0.7369 73.69%
Honey bee toxicity - 0.7502 75.02%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.7889 78.89%

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 99.49% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.81% 95.56%
CHEMBL2581 P07339 Cathepsin D 97.71% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 94.73% 94.75%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.19% 93.99%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.56% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.56% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.45% 96.09%
CHEMBL3310 Q96DB2 Histone deacetylase 11 92.16% 88.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.15% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 90.57% 99.23%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.44% 89.00%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 87.56% 97.64%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.42% 97.09%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 86.35% 96.39%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.29% 95.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.04% 90.08%
CHEMBL4208 P20618 Proteasome component C5 85.20% 90.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.99% 97.25%
CHEMBL255 P29275 Adenosine A2b receptor 84.10% 98.59%
CHEMBL2996 Q05655 Protein kinase C delta 83.76% 97.79%
CHEMBL5805 Q9NR97 Toll-like receptor 8 83.54% 96.25%
CHEMBL213 P08588 Beta-1 adrenergic receptor 83.14% 95.56%
CHEMBL2535 P11166 Glucose transporter 82.90% 98.75%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 82.79% 90.71%

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 10414658
LOTUS LTS0146296
wikiData Q105158992