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Spiroindimicin D

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 be201cce-6c4f-4587-a947-1e880d1d3a33
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Indoles
IUPAC Name dimethyl (3R)-4',5-dichloro-1-methylspiro[2H-indole-3,10'-8,13-diazatetracyclo[7.6.0.02,7.011,15]pentadeca-1(9),2(7),3,5,11,14-hexaene]-12',14'-dicarboxylate
SMILES (Canonical) CN1CC2(C3=C1C=CC(=C3)Cl)C4=C(NC(=C4C5=C2NC6=C5C=C(C=C6)Cl)C(=O)OC)C(=O)OC
SMILES (Isomeric) CN1C[C@@]2(C3=C1C=CC(=C3)Cl)C4=C(NC(=C4C5=C2NC6=C5C=C(C=C6)Cl)C(=O)OC)C(=O)OC
InChI InChI=1S/C25H19Cl2N3O4/c1-30-10-25(14-9-12(27)5-7-16(14)30)19-18(20(23(31)33-2)29-21(19)24(32)34-3)17-13-8-11(26)4-6-15(13)28-22(17)25/h4-9,28-29H,10H2,1-3H3/t25-/m1/s1
InChI Key HNJSPDJKLKPYKX-RUZDIDTESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C25H19Cl2N3O4
Molecular Weight 496.30 g/mol
Exact Mass 495.0752615 g/mol
Topological Polar Surface Area (TPSA) 87.40 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.14
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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dimethyl (3R)-4',5-dichloro-1-methylspiro[2H-indole-3,10'-8,13-diazatetracyclo[7.6.0.02,7.011,15]pentadeca-1(9),2(7),3,5,11,14-hexaene]-12',14'-dicarboxylate
12',14'-Dimethyl (3R)-4',5-dichloro-1-methyl-1,2-dihydro-8',13'-diazaspiro(indole-3,10'-tetracyclo(7.6.0.0,.0,)pentadecane)-1'(9'),2'(7'),3',5',11',14'-hexaene-12',14'-dicarboxylic acid
12',14'-Dimethyl (3R)-4',5-dichloro-1-methyl-1,2-dihydro-8',13'-diazaspiro[indole-3,10'-tetracyclo[7.6.0.0,.0,]pentadecane]-1'(9'),2'(7'),3',5',11',14'-hexaene-12',14'-dicarboxylic acid
dimethyl (3R)-4',5-dichloro-1-methylspiro(2H-indole-3,10'-8,13-diazatetracyclo(7.6.0.02,7.011,15)pentadeca-1(9),2(7),3,5,11,14-hexaene)-12',14'-dicarboxylate
RefChem:184873
CHEBI:214224

2D Structure

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2D Structure of Spiroindimicin D

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9257 92.57%
Caco-2 + 0.5245 52.45%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Lysosomes 0.5839 58.39%
OATP2B1 inhibitior - 0.8526 85.26%
OATP1B1 inhibitior + 0.8535 85.35%
OATP1B3 inhibitior + 0.9359 93.59%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9279 92.79%
P-glycoprotein inhibitior + 0.8159 81.59%
P-glycoprotein substrate - 0.5313 53.13%
CYP3A4 substrate + 0.7132 71.32%
CYP2C9 substrate - 0.8046 80.46%
CYP2D6 substrate - 0.7725 77.25%
CYP3A4 inhibition + 0.6694 66.94%
CYP2C9 inhibition + 0.5520 55.20%
CYP2C19 inhibition + 0.6463 64.63%
CYP2D6 inhibition - 0.7450 74.50%
CYP1A2 inhibition + 0.6697 66.97%
CYP2C8 inhibition + 0.5116 51.16%
CYP inhibitory promiscuity + 0.8643 86.43%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8200 82.00%
Carcinogenicity (trinary) Non-required 0.5091 50.91%
Eye corrosion - 0.9870 98.70%
Eye irritation - 0.9515 95.15%
Skin irritation - 0.8102 81.02%
Skin corrosion - 0.9394 93.94%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3757 37.57%
Micronuclear + 0.7200 72.00%
Hepatotoxicity + 0.5375 53.75%
skin sensitisation - 0.8663 86.63%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.4880 48.80%
Acute Oral Toxicity (c) III 0.5708 57.08%
Estrogen receptor binding + 0.8652 86.52%
Androgen receptor binding + 0.6977 69.77%
Thyroid receptor binding + 0.7559 75.59%
Glucocorticoid receptor binding + 0.8141 81.41%
Aromatase binding + 0.5440 54.40%
PPAR gamma + 0.8205 82.05%
Honey bee toxicity - 0.9146 91.46%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9879 98.79%

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 99.64% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.09% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.23% 91.11%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 95.47% 86.92%
CHEMBL4208 P20618 Proteasome component C5 92.97% 90.00%
CHEMBL240 Q12809 HERG 92.45% 89.76%
CHEMBL2581 P07339 Cathepsin D 90.13% 98.95%
CHEMBL2535 P11166 Glucose transporter 90.07% 98.75%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 89.27% 95.17%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 88.36% 96.00%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 88.29% 97.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.67% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 86.55% 91.19%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 85.45% 85.00%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 85.40% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.93% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.69% 95.56%
CHEMBL217 P14416 Dopamine D2 receptor 84.50% 95.62%
CHEMBL4040 P28482 MAP kinase ERK2 83.67% 83.82%
CHEMBL222 P23975 Norepinephrine transporter 83.11% 96.06%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.92% 93.03%
CHEMBL3492 P49721 Proteasome Macropain subunit 82.29% 90.24%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 82.17% 92.67%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 81.79% 92.29%
CHEMBL213 P08588 Beta-1 adrenergic receptor 81.73% 95.56%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.22% 100.00%
CHEMBL3286 P00749 Urokinase-type plasminogen activator 81.12% 97.88%
CHEMBL5028 O14672 ADAM10 80.42% 97.50%

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 60166300
LOTUS LTS0154546
wikiData Q77496620