PlantaeDB Logo
Login Sign-up

16-[(6-chloro-1H-indol-3-yl)methyl]-5-(1,2-dihydroxy-7-phenylhepta-4,6-dienyl)-4,9,23-trihydroxy-26-methoxy-20-methyl-2,6,11,14,17,20,24-heptazabicyclo[21.3.0]hexacosane-3,7,12,15,18,21,25-heptone

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

Top
Internal ID c1979205-9f30-4774-8414-6715716c1698
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
IUPAC Name 16-[(6-chloro-1H-indol-3-yl)methyl]-5-(1,2-dihydroxy-7-phenylhepta-4,6-dienyl)-4,9,23-trihydroxy-26-methoxy-20-methyl-2,6,11,14,17,20,24-heptazabicyclo[21.3.0]hexacosane-3,7,12,15,18,21,25-heptone
SMILES (Canonical) CN1CC(=O)NC(C(=O)NCC(=O)NCC(CC(=O)NC(C(C(=O)NC2C(C(=O)NC2(CC1=O)O)OC)O)C(C(CC=CC=CC3=CC=CC=C3)O)O)O)CC4=CNC5=C4C=CC(=C5)Cl
SMILES (Isomeric) CN1CC(=O)NC(C(=O)NCC(=O)NCC(CC(=O)NC(C(C(=O)NC2C(C(=O)NC2(CC1=O)O)OC)O)C(C(CC=CC=CC3=CC=CC=C3)O)O)O)CC4=CNC5=C4C=CC(=C5)Cl
InChI InChI=1S/C43H53ClN8O13/c1-52-22-33(57)48-29(15-24-19-45-28-16-25(44)13-14-27(24)28)40(61)47-21-32(56)46-20-26(53)17-31(55)49-35(36(59)30(54)12-8-4-7-11-23-9-5-3-6-10-23)37(60)41(62)50-39-38(65-2)42(63)51-43(39,64)18-34(52)58/h3-11,13-14,16,19,26,29-30,35-39,45,53-54,59-60,64H,12,15,17-18,20-22H2,1-2H3,(H,46,56)(H,47,61)(H,48,57)(H,49,55)(H,50,62)(H,51,63)
InChI Key KOTACARTLSNDDK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C43H53ClN8O13
Molecular Weight 925.40 g/mol
Exact Mass 924.3420615 g/mol
Topological Polar Surface Area (TPSA) 321.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -2.76
H-Bond Acceptor 13
H-Bond Donor 12
Rotatable Bonds 9

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 16-[(6-chloro-1H-indol-3-yl)methyl]-5-(1,2-dihydroxy-7-phenylhepta-4,6-dienyl)-4,9,23-trihydroxy-26-methoxy-20-methyl-2,6,11,14,17,20,24-heptazabicyclo[21.3.0]hexacosane-3,7,12,15,18,21,25-heptone

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9546 95.46%
Caco-2 - 0.8706 87.06%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Lysosomes 0.4519 45.19%
OATP2B1 inhibitior - 0.8569 85.69%
OATP1B1 inhibitior + 0.8119 81.19%
OATP1B3 inhibitior + 0.9265 92.65%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.8992 89.92%
P-glycoprotein inhibitior + 0.7425 74.25%
P-glycoprotein substrate + 0.8419 84.19%
CYP3A4 substrate + 0.7557 75.57%
CYP2C9 substrate - 0.7926 79.26%
CYP2D6 substrate - 0.8339 83.39%
CYP3A4 inhibition - 0.6338 63.38%
CYP2C9 inhibition - 0.7252 72.52%
CYP2C19 inhibition - 0.6952 69.52%
CYP2D6 inhibition - 0.8386 83.86%
CYP1A2 inhibition - 0.8213 82.13%
CYP2C8 inhibition + 0.8109 81.09%
CYP inhibitory promiscuity - 0.7072 70.72%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.6900 69.00%
Carcinogenicity (trinary) Non-required 0.5284 52.84%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9053 90.53%
Skin irritation - 0.7545 75.45%
Skin corrosion - 0.9268 92.68%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6717 67.17%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8573 85.73%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity + 0.6598 65.98%
Acute Oral Toxicity (c) III 0.5943 59.43%
Estrogen receptor binding + 0.7869 78.69%
Androgen receptor binding + 0.7642 76.42%
Thyroid receptor binding + 0.6082 60.82%
Glucocorticoid receptor binding + 0.6404 64.04%
Aromatase binding + 0.5734 57.34%
PPAR gamma + 0.7746 77.46%
Honey bee toxicity - 0.6269 62.69%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9321 93.21%

Targets

Top

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 99.38% 91.11%
CHEMBL2581 P07339 Cathepsin D 99.23% 98.95%
CHEMBL4040 P28482 MAP kinase ERK2 99.23% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.93% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.79% 96.09%
CHEMBL1951 P21397 Monoamine oxidase A 97.39% 91.49%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.19% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.49% 86.33%
CHEMBL217 P14416 Dopamine D2 receptor 94.56% 95.62%
CHEMBL3192 Q9BY41 Histone deacetylase 8 94.55% 93.99%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 94.21% 89.62%
CHEMBL1902 P62942 FK506-binding protein 1A 92.80% 97.05%
CHEMBL213 P08588 Beta-1 adrenergic receptor 92.76% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.54% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.52% 86.92%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 91.04% 92.62%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 90.71% 92.88%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.74% 94.62%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 88.57% 90.24%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 88.43% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.99% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.51% 89.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 87.07% 91.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.84% 97.09%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 86.31% 96.39%
CHEMBL2443 P49862 Kallikrein 7 86.14% 94.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 85.91% 95.00%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 84.73% 90.71%
CHEMBL222 P23975 Norepinephrine transporter 84.53% 96.06%
CHEMBL1937 Q92769 Histone deacetylase 2 84.40% 94.75%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.33% 96.00%
CHEMBL240 Q12809 HERG 82.86% 89.76%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.64% 91.07%
CHEMBL3401 O75469 Pregnane X receptor 82.38% 94.73%
CHEMBL5896 O75164 Lysine-specific demethylase 4A 81.61% 99.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.50% 96.00%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 81.27% 100.00%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.14% 96.90%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 80.95% 85.94%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 80.94% 97.64%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.68% 94.00%
CHEMBL204 P00734 Thrombin 80.64% 96.01%
CHEMBL2535 P11166 Glucose transporter 80.01% 98.75%

Plants that contains it

Top
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

Top
PubChem 163062731
LOTUS LTS0179839
wikiData Q104170479