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7,17-dichloro-12-hydroxy-20-methoxy-N-methyl-11-oxo-3,13-diazapentacyclo[11.7.0.02,10.04,9.014,19]icosa-1(20),2(10),4(9),5,7,14(19),15,17-octaene-12-carboxamide

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 080cb28a-c126-49d1-8831-f4e94b9db5c1
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name 7,17-dichloro-12-hydroxy-20-methoxy-N-methyl-11-oxo-3,13-diazapentacyclo[11.7.0.02,10.04,9.014,19]icosa-1(20),2(10),4(9),5,7,14(19),15,17-octaene-12-carboxamide
SMILES (Canonical) CNC(=O)C1(C(=O)C2=C(C3=C(C4=C(N31)C=CC(=C4)Cl)OC)NC5=C2C=C(C=C5)Cl)O
SMILES (Isomeric) CNC(=O)C1(C(=O)C2=C(C3=C(C4=C(N31)C=CC(=C4)Cl)OC)NC5=C2C=C(C=C5)Cl)O
InChI InChI=1S/C21H15Cl2N3O4/c1-24-20(28)21(29)19(27)15-11-7-9(22)3-5-13(11)25-16(15)17-18(30-2)12-8-10(23)4-6-14(12)26(17)21/h3-8,25,29H,1-2H3,(H,24,28)
InChI Key YOJVEXXBEGGPCU-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H15Cl2N3O4
Molecular Weight 444.30 g/mol
Exact Mass 443.0439614 g/mol
Topological Polar Surface Area (TPSA) 96.40 Ų
XlogP 4.10
Atomic LogP (AlogP) 3.69
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7,17-dichloro-12-hydroxy-20-methoxy-N-methyl-11-oxo-3,13-diazapentacyclo[11.7.0.02,10.04,9.014,19]icosa-1(20),2(10),4(9),5,7,14(19),15,17-octaene-12-carboxamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8636 86.36%
Caco-2 - 0.6387 63.87%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability + 0.6143 61.43%
Subcellular localzation Mitochondria 0.5775 57.75%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.8437 84.37%
OATP1B3 inhibitior + 0.9394 93.94%
MATE1 inhibitior - 0.8809 88.09%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8816 88.16%
P-glycoprotein inhibitior - 0.5307 53.07%
P-glycoprotein substrate - 0.6390 63.90%
CYP3A4 substrate + 0.6986 69.86%
CYP2C9 substrate - 0.5886 58.86%
CYP2D6 substrate - 0.8712 87.12%
CYP3A4 inhibition - 0.8466 84.66%
CYP2C9 inhibition - 0.8121 81.21%
CYP2C19 inhibition - 0.7864 78.64%
CYP2D6 inhibition - 0.9059 90.59%
CYP1A2 inhibition - 0.6251 62.51%
CYP2C8 inhibition + 0.7078 70.78%
CYP inhibitory promiscuity - 0.6164 61.64%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.7557 75.57%
Carcinogenicity (trinary) Non-required 0.4744 47.44%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9303 93.03%
Skin irritation - 0.8302 83.02%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5912 59.12%
Micronuclear + 0.8300 83.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.9177 91.77%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity - 0.5631 56.31%
Acute Oral Toxicity (c) III 0.6099 60.99%
Estrogen receptor binding + 0.8449 84.49%
Androgen receptor binding + 0.6649 66.49%
Thyroid receptor binding + 0.7397 73.97%
Glucocorticoid receptor binding + 0.8185 81.85%
Aromatase binding + 0.6094 60.94%
PPAR gamma + 0.7825 78.25%
Honey bee toxicity - 0.8625 86.25%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5384 53.84%
Fish aquatic toxicity + 0.7812 78.12%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 99.35% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.30% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.46% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.16% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.12% 96.09%
CHEMBL255 P29275 Adenosine A2b receptor 93.47% 98.59%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.83% 86.92%
CHEMBL2535 P11166 Glucose transporter 91.33% 98.75%
CHEMBL4208 P20618 Proteasome component C5 91.28% 90.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.42% 96.61%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 89.30% 92.29%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.27% 94.00%
CHEMBL2047 Q96RI1 Bile acid receptor FXR 88.64% 96.10%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 87.82% 85.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 87.25% 92.62%
CHEMBL2581 P07339 Cathepsin D 87.09% 98.95%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 86.30% 96.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.82% 96.90%
CHEMBL340 P08684 Cytochrome P450 3A4 82.45% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.76% 89.00%
CHEMBL5314 Q06418 Tyrosine-protein kinase receptor TYRO3 80.34% 96.00%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.10% 92.88%

Plants that contains it

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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

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PubChem 74421467
LOTUS LTS0058100
wikiData Q104201911