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(2R,3S,9R)-5-acetyl-6-hydroxy-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.02,9.03,7.015,18]octadeca-1(17),5,11(18),12,14-pentaen-4-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 e82a2ab5-0686-46c8-aa12-9a955e101211
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
IUPAC Name (2R,3S,9R)-5-acetyl-6-hydroxy-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.02,9.03,7.015,18]octadeca-1(17),5,11(18),12,14-pentaen-4-one
SMILES (Canonical) CC(=O)C1=C(N2C(C1=O)C3C(C2(C)C)CC4=C5C3=CNC5=CC=C4)O
SMILES (Isomeric) CC(=O)C1=C(N2[C@H](C1=O)[C@@H]3[C@H](C2(C)C)CC4=C5C3=CNC5=CC=C4)O
InChI InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,25H,7H2,1-3H3/t12-,16+,17+/m1/s1
InChI Key RLOAZVAJNNPPDI-DQYPLSBCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C20H20N2O3
Molecular Weight 336.40 g/mol
Exact Mass 336.14739250 g/mol
Topological Polar Surface Area (TPSA) 73.40 Ų
XlogP 3.10
Atomic LogP (AlogP) 2.83
H-Bond Acceptor 4
H-Bond Donor 2
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,9R)-5-acetyl-6-hydroxy-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.02,9.03,7.015,18]octadeca-1(17),5,11(18),12,14-pentaen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9825 98.25%
Caco-2 + 0.5924 59.24%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6584 65.84%
OATP2B1 inhibitior - 0.8536 85.36%
OATP1B1 inhibitior + 0.8826 88.26%
OATP1B3 inhibitior + 0.9362 93.62%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9066 90.66%
BSEP inhibitior + 0.7695 76.95%
P-glycoprotein inhibitior - 0.7988 79.88%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6805 68.05%
CYP2C9 substrate + 0.6172 61.72%
CYP2D6 substrate - 0.8321 83.21%
CYP3A4 inhibition - 0.8310 83.10%
CYP2C9 inhibition + 0.8948 89.48%
CYP2C19 inhibition - 0.5450 54.50%
CYP2D6 inhibition - 0.8507 85.07%
CYP1A2 inhibition + 0.9107 91.07%
CYP2C8 inhibition - 0.6697 66.97%
CYP inhibitory promiscuity + 0.8241 82.41%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.4820 48.20%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9381 93.81%
Skin irritation - 0.7998 79.98%
Skin corrosion - 0.9328 93.28%
Ames mutagenesis + 0.7700 77.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6601 66.01%
Micronuclear + 0.7700 77.00%
Hepatotoxicity - 0.5806 58.06%
skin sensitisation - 0.8675 86.75%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity + 0.5216 52.16%
Acute Oral Toxicity (c) I 0.6589 65.89%
Estrogen receptor binding + 0.5653 56.53%
Androgen receptor binding + 0.6016 60.16%
Thyroid receptor binding - 0.4891 48.91%
Glucocorticoid receptor binding + 0.6475 64.75%
Aromatase binding + 0.5190 51.90%
PPAR gamma + 0.6754 67.54%
Honey bee toxicity - 0.8648 86.48%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9636 96.36%

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 97.55% 96.09%
CHEMBL217 P14416 Dopamine D2 receptor 97.47% 95.62%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.41% 94.45%
CHEMBL2581 P07339 Cathepsin D 95.60% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.55% 91.11%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 91.62% 93.03%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 91.52% 96.39%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.79% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.59% 99.23%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 89.51% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.15% 89.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.09% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.48% 97.25%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 87.43% 83.10%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.15% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.88% 100.00%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 86.73% 85.11%
CHEMBL3310 Q96DB2 Histone deacetylase 11 85.22% 88.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.13% 95.89%
CHEMBL2535 P11166 Glucose transporter 84.26% 98.75%
CHEMBL340 P08684 Cytochrome P450 3A4 83.82% 91.19%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 83.36% 85.30%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.47% 86.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.34% 82.69%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.79% 93.99%

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 65261
LOTUS LTS0151593
wikiData Q82997586