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Dimethyl 5',9-dichlorospiro[4,13-diazatetracyclo[6.6.1.02,6.012,15]pentadeca-1(14),2,5,8,10,12(15)-hexaene-7,3'-indole]-3,5-dicarboxylate

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 294fedf3-3a4b-4b97-a5a8-ecbc2fe3b416
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles
IUPAC Name dimethyl 5',9-dichlorospiro[4,13-diazatetracyclo[6.6.1.02,6.012,15]pentadeca-1(14),2,5,8,10,12(15)-hexaene-7,3'-indole]-3,5-dicarboxylate
SMILES (Canonical) COC(=O)C1=C2C3=CNC4=C3C(=C(C=C4)Cl)C5(C2=C(N1)C(=O)OC)C=NC6=C5C=C(C=C6)Cl
SMILES (Isomeric) COC(=O)C1=C2C3=CNC4=C3C(=C(C=C4)Cl)C5(C2=C(N1)C(=O)OC)C=NC6=C5C=C(C=C6)Cl
InChI InChI=1S/C24H15Cl2N3O4/c1-32-22(30)20-17-11-8-27-15-6-4-13(26)18(16(11)15)24(19(17)21(29-20)23(31)33-2)9-28-14-5-3-10(25)7-12(14)24/h3-9,27,29H,1-2H3
InChI Key PIYWZXUZYMFZSK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H15Cl2N3O4
Molecular Weight 480.30 g/mol
Exact Mass 479.0439614 g/mol
Topological Polar Surface Area (TPSA) 96.50 Ų
XlogP 4.50
Atomic LogP (AlogP) 5.41
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Dimethyl 5',9-dichlorospiro[4,13-diazatetracyclo[6.6.1.02,6.012,15]pentadeca-1(14),2,5,8,10,12(15)-hexaene-7,3'-indole]-3,5-dicarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9714 97.14%
Caco-2 + 0.5249 52.49%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.5819 58.19%
OATP2B1 inhibitior - 0.8531 85.31%
OATP1B1 inhibitior + 0.8666 86.66%
OATP1B3 inhibitior + 0.9399 93.99%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9598 95.98%
P-glycoprotein inhibitior + 0.6391 63.91%
P-glycoprotein substrate - 0.6048 60.48%
CYP3A4 substrate + 0.7227 72.27%
CYP2C9 substrate - 0.7887 78.87%
CYP2D6 substrate - 0.8425 84.25%
CYP3A4 inhibition - 0.5769 57.69%
CYP2C9 inhibition + 0.5569 55.69%
CYP2C19 inhibition + 0.5559 55.59%
CYP2D6 inhibition - 0.8666 86.66%
CYP1A2 inhibition + 0.7628 76.28%
CYP2C8 inhibition + 0.7867 78.67%
CYP inhibitory promiscuity + 0.8680 86.80%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.6880 68.80%
Carcinogenicity (trinary) Non-required 0.4732 47.32%
Eye corrosion - 0.9862 98.62%
Eye irritation - 0.8948 89.48%
Skin irritation - 0.8328 83.28%
Skin corrosion - 0.9472 94.72%
Ames mutagenesis + 0.5146 51.46%
Human Ether-a-go-go-Related Gene inhibition - 0.4787 47.87%
Micronuclear + 0.7100 71.00%
Hepatotoxicity + 0.6000 60.00%
skin sensitisation - 0.8722 87.22%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity + 0.6479 64.79%
Acute Oral Toxicity (c) III 0.5163 51.63%
Estrogen receptor binding + 0.8445 84.45%
Androgen receptor binding + 0.6460 64.60%
Thyroid receptor binding + 0.7367 73.67%
Glucocorticoid receptor binding + 0.8262 82.62%
Aromatase binding + 0.5313 53.13%
PPAR gamma + 0.8990 89.90%
Honey bee toxicity - 0.8805 88.05%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5796 57.96%
Fish aquatic toxicity + 0.9713 97.13%

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 99.44% 94.45%
CHEMBL2292 Q13627 Dual-specificity tyrosine-phosphorylation regulated kinase 1A 98.40% 93.24%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.77% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.99% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.21% 96.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.58% 86.92%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 92.86% 92.29%
CHEMBL4208 P20618 Proteasome component C5 91.93% 90.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 90.84% 93.03%
CHEMBL3492 P49721 Proteasome Macropain subunit 90.52% 90.24%
CHEMBL2535 P11166 Glucose transporter 89.96% 98.75%
CHEMBL3401 O75469 Pregnane X receptor 89.16% 94.73%
CHEMBL2047 Q96RI1 Bile acid receptor FXR 88.27% 96.10%
CHEMBL222 P23975 Norepinephrine transporter 87.84% 96.06%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 87.67% 97.88%
CHEMBL2581 P07339 Cathepsin D 87.16% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.58% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.96% 96.95%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 85.77% 80.96%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 85.15% 96.90%
CHEMBL213 P08588 Beta-1 adrenergic receptor 84.32% 95.56%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 84.30% 89.44%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.78% 97.21%
CHEMBL1287628 Q9Y5S8 NADPH oxidase 1 82.48% 95.48%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 82.03% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 81.67% 91.19%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.51% 100.00%
CHEMBL3085 P43003 Excitatory amino acid transporter 1 81.31% 94.67%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 81.25% 96.39%
CHEMBL5028 O14672 ADAM10 80.89% 97.50%
CHEMBL1293289 P25440 Bromodomain-containing protein 2 80.67% 86.19%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.36% 95.78%

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 78092534
LOTUS LTS0097082
wikiData Q105209811