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

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 e4371d9b-5a8a-4818-a459-021e86d9e184
Taxonomy Organoheterocyclic compounds > Isoindoles and derivatives > Isoindolines > Isoindolones
IUPAC Name (1S,5S,6R,9S,13S,14S,17R,18S)-5,6-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,14,15,16-pentamethyl-19-azatricyclo[11.7.0.01,17]icosa-7,11,15-triene-2,20-dione
SMILES (Canonical) CC1CC=CC2C(C(=C(C3C2(C(=O)CCC(C(C(=C1)C)O)O)C(=O)NC3CC4=CNC5=CC=CC=C54)C)C)C
SMILES (Isomeric) C[C@H]1CC=C[C@H]2[C@@H](C(=C([C@@H]3[C@@]2(C(=O)CC[C@@H]([C@@H](C(=C1)C)O)O)C(=O)N[C@H]3CC4=CNC5=CC=CC=C54)C)C)C
InChI InChI=1S/C33H42N2O4/c1-18-9-8-11-25-21(4)20(3)22(5)30-27(16-23-17-34-26-12-7-6-10-24(23)26)35-32(39)33(25,30)29(37)14-13-28(36)31(38)19(2)15-18/h6-8,10-12,15,17-18,21,25,27-28,30-31,34,36,38H,9,13-14,16H2,1-5H3,(H,35,39)/t18-,21+,25-,27-,28-,30-,31+,33+/m0/s1
InChI Key NGKWUYUNDNTCSN-JLJZMHIBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C33H42N2O4
Molecular Weight 530.70 g/mol
Exact Mass 530.31445783 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 5.03
H-Bond Acceptor 4
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 (1S,5S,6R,9S,13S,14S,17R,18S)-5,6-dihydroxy-18-(1H-indol-3-ylmethyl)-7,9,14,15,16-pentamethyl-19-azatricyclo[11.7.0.01,17]icosa-7,11,15-triene-2,20-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9651 96.51%
Caco-2 - 0.7590 75.90%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5985 59.85%
OATP2B1 inhibitior - 0.8568 85.68%
OATP1B1 inhibitior + 0.8677 86.77%
OATP1B3 inhibitior + 0.9266 92.66%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7593 75.93%
BSEP inhibitior + 0.9878 98.78%
P-glycoprotein inhibitior + 0.7786 77.86%
P-glycoprotein substrate + 0.6961 69.61%
CYP3A4 substrate + 0.7170 71.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8246 82.46%
CYP3A4 inhibition - 0.6506 65.06%
CYP2C9 inhibition - 0.7730 77.30%
CYP2C19 inhibition - 0.7686 76.86%
CYP2D6 inhibition - 0.9030 90.30%
CYP1A2 inhibition - 0.7842 78.42%
CYP2C8 inhibition + 0.6457 64.57%
CYP inhibitory promiscuity - 0.5659 56.59%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.4214 42.14%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9659 96.59%
Skin irritation - 0.7624 76.24%
Skin corrosion - 0.9278 92.78%
Ames mutagenesis + 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8325 83.25%
Micronuclear + 0.7000 70.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8586 85.86%
Respiratory toxicity + 0.8667 86.67%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.8227 82.27%
Acute Oral Toxicity (c) III 0.4062 40.62%
Estrogen receptor binding + 0.8207 82.07%
Androgen receptor binding + 0.6645 66.45%
Thyroid receptor binding + 0.6440 64.40%
Glucocorticoid receptor binding + 0.8191 81.91%
Aromatase binding + 0.6027 60.27%
PPAR gamma + 0.7597 75.97%
Honey bee toxicity - 0.7386 73.86%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.8116 81.16%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.91% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.30% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.87% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.56% 96.09%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.31% 93.99%
CHEMBL1937 Q92769 Histone deacetylase 2 94.27% 94.75%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.24% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 93.41% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.36% 92.62%
CHEMBL3310 Q96DB2 Histone deacetylase 11 91.69% 88.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.41% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.32% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.94% 97.09%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.76% 90.08%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 90.03% 97.64%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 86.64% 90.71%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.55% 97.25%
CHEMBL325 Q13547 Histone deacetylase 1 86.07% 95.92%
CHEMBL255 P29275 Adenosine A2b receptor 85.49% 98.59%
CHEMBL213 P08588 Beta-1 adrenergic receptor 84.80% 95.56%
CHEMBL5805 Q9NR97 Toll-like receptor 8 83.80% 96.25%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 83.79% 96.39%
CHEMBL1902 P62942 FK506-binding protein 1A 82.17% 97.05%
CHEMBL2535 P11166 Glucose transporter 80.87% 98.75%
CHEMBL264 Q9Y5N1 Histamine H3 receptor 80.84% 91.43%
CHEMBL4208 P20618 Proteasome component C5 80.07% 90.00%

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 139584650
LOTUS LTS0262681
wikiData Q77373221