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Clionamide

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 85b46e7c-0278-4626-93b3-d54fe12bfa0e
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Tryptamines and derivatives
IUPAC Name (2S)-2-amino-3-(6-bromo-1H-indol-3-yl)-N-[(E)-2-(3,4,5-trihydroxyphenyl)ethenyl]propanamide
SMILES (Canonical) C1=CC2=C(C=C1Br)NC=C2CC(C(=O)NC=CC3=CC(=C(C(=C3)O)O)O)N
SMILES (Isomeric) C1=CC2=C(C=C1Br)NC=C2C[C@@H](C(=O)N/C=C/C3=CC(=C(C(=C3)O)O)O)N
InChI InChI=1S/C19H18BrN3O4/c20-12-1-2-13-11(9-23-15(13)8-12)7-14(21)19(27)22-4-3-10-5-16(24)18(26)17(25)6-10/h1-6,8-9,14,23-26H,7,21H2,(H,22,27)/b4-3+/t14-/m0/s1
InChI Key YTHSWGAFCFXWGB-XGACYXMMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C19H18BrN3O4
Molecular Weight 432.30 g/mol
Exact Mass 431.04807 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 2.80
Atomic LogP (AlogP) 2.70
H-Bond Acceptor 5
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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68835-91-6
SCHEMBL29691570
CHEBI:80921
DTXSID40633977
(2S)-2-amino-3-(6-bromo-1H-indol-3-yl)-N-[(E)-2-(3,4,5-trihydroxyphenyl)ethenyl]propanamide
C17092
Q27151421
6-Bromo-N-[(E)-2-(3,4,5-trihydroxyphenyl)ethen-1-yl]-L-tryptophanamide
6-Bromo-N-[(E)-2-(3,4,5-trihydroxyphenyl)ethenyl]-L-tryptophanamide

2D Structure

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2D Structure of Clionamide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9817 98.17%
Caco-2 - 0.7685 76.85%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability + 0.6429 64.29%
Subcellular localzation Mitochondria 0.3319 33.19%
OATP2B1 inhibitior - 0.7163 71.63%
OATP1B1 inhibitior + 0.9121 91.21%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.9009 90.09%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9521 95.21%
P-glycoprotein inhibitior - 0.6854 68.54%
P-glycoprotein substrate - 0.6586 65.86%
CYP3A4 substrate + 0.5204 52.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7478 74.78%
CYP3A4 inhibition + 0.5403 54.03%
CYP2C9 inhibition - 0.7520 75.20%
CYP2C19 inhibition - 0.7348 73.48%
CYP2D6 inhibition - 0.7432 74.32%
CYP1A2 inhibition - 0.5102 51.02%
CYP2C8 inhibition + 0.5729 57.29%
CYP inhibitory promiscuity + 0.7835 78.35%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8710 87.10%
Carcinogenicity (trinary) Non-required 0.4761 47.61%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9818 98.18%
Skin irritation - 0.7822 78.22%
Skin corrosion - 0.9378 93.78%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8407 84.07%
Micronuclear + 0.8600 86.00%
Hepatotoxicity + 0.5314 53.14%
skin sensitisation - 0.8357 83.57%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.9407 94.07%
Acute Oral Toxicity (c) III 0.5838 58.38%
Estrogen receptor binding + 0.8185 81.85%
Androgen receptor binding + 0.7011 70.11%
Thyroid receptor binding + 0.5654 56.54%
Glucocorticoid receptor binding + 0.7078 70.78%
Aromatase binding + 0.6338 63.38%
PPAR gamma + 0.7750 77.50%
Honey bee toxicity - 0.8596 85.96%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.8301 83.01%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.69% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.13% 94.45%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 95.95% 89.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.83% 95.56%
CHEMBL1951 P21397 Monoamine oxidase A 95.61% 91.49%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 94.02% 83.10%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.95% 96.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.48% 97.21%
CHEMBL3788 O00444 Serine/threonine-protein kinase PLK4 90.19% 83.65%
CHEMBL2581 P07339 Cathepsin D 88.84% 98.95%
CHEMBL4816 Q9Y243 Serine/threonine-protein kinase AKT3 87.36% 96.28%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.91% 89.00%
CHEMBL3194 P02766 Transthyretin 86.86% 90.71%
CHEMBL3038469 P24941 CDK2/Cyclin A 86.51% 91.38%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.08% 96.00%
CHEMBL1907594 P30926 Neuronal acetylcholine receptor; alpha3/beta4 84.79% 97.23%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.02% 96.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.13% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.78% 99.17%
CHEMBL213 P08588 Beta-1 adrenergic receptor 82.53% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 81.91% 94.73%
CHEMBL1907591 P30926 Neuronal acetylcholine receptor; alpha4/beta4 81.73% 100.00%
CHEMBL3976 Q9UHL4 Dipeptidyl peptidase II 80.91% 92.29%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.52% 91.71%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.21% 94.33%

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 23424664
LOTUS LTS0160446
wikiData Q27151421