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7,17-dichloro-11-hydroxy-20-methoxy-N-methyl-12-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-11-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 aa7ec2fa-5896-4302-82e3-2aab50e3df6b
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
IUPAC Name 7,17-dichloro-11-hydroxy-20-methoxy-N-methyl-12-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-11-carboxamide
SMILES (Canonical) CNC(=O)C1(C2=C(C3=C(C4=C(N3C1=O)C=CC(=C4)Cl)OC)NC5=C2C=C(C=C5)Cl)O
SMILES (Isomeric) CNC(=O)C1(C2=C(C3=C(C4=C(N3C1=O)C=CC(=C4)Cl)OC)NC5=C2C=C(C=C5)Cl)O
InChI InChI=1S/C21H15Cl2N3O4/c1-24-19(27)21(29)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)20(21)28/h3-8,25,29H,1-2H3,(H,24,27)
InChI Key IHIARQAFKOOAQT-UHFFFAOYSA-N
Popularity 1 reference 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 3.90
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-11-hydroxy-20-methoxy-N-methyl-12-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-11-carboxamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8483 84.83%
Caco-2 + 0.5156 51.56%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.4836 48.36%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.8719 87.19%
OATP1B3 inhibitior + 0.9409 94.09%
MATE1 inhibitior - 0.8409 84.09%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9439 94.39%
P-glycoprotein inhibitior - 0.5655 56.55%
P-glycoprotein substrate - 0.5559 55.59%
CYP3A4 substrate + 0.6956 69.56%
CYP2C9 substrate - 0.6034 60.34%
CYP2D6 substrate - 0.8407 84.07%
CYP3A4 inhibition - 0.8439 84.39%
CYP2C9 inhibition - 0.7676 76.76%
CYP2C19 inhibition - 0.7707 77.07%
CYP2D6 inhibition - 0.9031 90.31%
CYP1A2 inhibition - 0.5895 58.95%
CYP2C8 inhibition + 0.6173 61.73%
CYP inhibitory promiscuity - 0.5148 51.48%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.7257 72.57%
Carcinogenicity (trinary) Non-required 0.4907 49.07%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9686 96.86%
Skin irritation - 0.8179 81.79%
Skin corrosion - 0.9430 94.30%
Ames mutagenesis - 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6459 64.59%
Micronuclear + 0.8600 86.00%
Hepatotoxicity + 0.6481 64.81%
skin sensitisation - 0.9008 90.08%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8186 81.86%
Acute Oral Toxicity (c) III 0.6424 64.24%
Estrogen receptor binding + 0.8473 84.73%
Androgen receptor binding + 0.6443 64.43%
Thyroid receptor binding + 0.7242 72.42%
Glucocorticoid receptor binding + 0.7858 78.58%
Aromatase binding + 0.5934 59.34%
PPAR gamma + 0.6599 65.99%
Honey bee toxicity - 0.8219 82.19%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.7693 76.93%

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 99.24% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.30% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.25% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.31% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.22% 96.09%
CHEMBL2581 P07339 Cathepsin D 92.79% 98.95%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 92.23% 85.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 92.13% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.13% 86.92%
CHEMBL4208 P20618 Proteasome component C5 90.16% 90.00%
CHEMBL2535 P11166 Glucose transporter 89.90% 98.75%
CHEMBL255 P29275 Adenosine A2b receptor 89.77% 98.59%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 89.42% 96.00%
CHEMBL2047 Q96RI1 Bile acid receptor FXR 88.93% 96.10%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 88.72% 92.29%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 87.60% 92.88%
CHEMBL340 P08684 Cytochrome P450 3A4 87.34% 91.19%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.64% 92.62%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.32% 90.24%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.47% 96.61%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.39% 86.33%

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 74421468
LOTUS LTS0103483
wikiData Q104168794