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[4-[(E)-3-[3-[4-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]butylamino]propylamino]-3-oxoprop-1-enyl]phenyl] (2S)-2-[8-(acetyloxymethyl)-9-oxo-11H-indolizino[1,2-b]quinolin-7-yl]-2-hydroxybutanoate

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 73486295-3e1b-4e54-a208-b2fc46beb713
Taxonomy Alkaloids and derivatives > Camptothecins
IUPAC Name [4-[(E)-3-[3-[4-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]butylamino]propylamino]-3-oxoprop-1-enyl]phenyl] (2S)-2-[8-(acetyloxymethyl)-9-oxo-11H-indolizino[1,2-b]quinolin-7-yl]-2-hydroxybutanoate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C47H49N5O9/c1-3-47(59,39-28-41-44-35(27-34-9-4-5-10-40(34)51-44)29-52(41)45(57)38(39)30-60-31(2)53)46(58)61-37-19-13-33(14-20-37)16-22-43(56)50-26-8-24-48-23-6-7-25-49-42(55)21-15-32-11-17-36(54)18-12-32/h4-5,9-22,27-28,48,54,59H,3,6-8,23-26,29-30H2,1-2H3,(H,49,55)(H,50,56)/b21-15+,22-16+/t47-/m0/s1
InChI Key BWFNZIXETJNOGM-YFRDCDKQSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C47H49N5O9
Molecular Weight 827.90 g/mol
Exact Mass 827.35302816 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 5.12
H-Bond Acceptor 12
H-Bond Donor 5
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [4-[(E)-3-[3-[4-[[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]amino]butylamino]propylamino]-3-oxoprop-1-enyl]phenyl] (2S)-2-[8-(acetyloxymethyl)-9-oxo-11H-indolizino[1,2-b]quinolin-7-yl]-2-hydroxybutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9774 97.74%
Caco-2 - 0.8590 85.90%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.4556 45.56%
OATP2B1 inhibitior - 0.5719 57.19%
OATP1B1 inhibitior + 0.8192 81.92%
OATP1B3 inhibitior + 0.9179 91.79%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.9678 96.78%
P-glycoprotein inhibitior + 0.7789 77.89%
P-glycoprotein substrate + 0.7391 73.91%
CYP3A4 substrate + 0.7292 72.92%
CYP2C9 substrate - 0.8026 80.26%
CYP2D6 substrate - 0.8571 85.71%
CYP3A4 inhibition - 0.6163 61.63%
CYP2C9 inhibition - 0.8660 86.60%
CYP2C19 inhibition - 0.8866 88.66%
CYP2D6 inhibition - 0.8222 82.22%
CYP1A2 inhibition - 0.7592 75.92%
CYP2C8 inhibition + 0.8576 85.76%
CYP inhibitory promiscuity - 0.5851 58.51%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6062 60.62%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9067 90.67%
Skin irritation - 0.7810 78.10%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3824 38.24%
Micronuclear + 0.8300 83.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8896 88.96%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.5517 55.17%
Acute Oral Toxicity (c) III 0.6327 63.27%
Estrogen receptor binding + 0.8453 84.53%
Androgen receptor binding + 0.8704 87.04%
Thyroid receptor binding + 0.5986 59.86%
Glucocorticoid receptor binding + 0.6448 64.48%
Aromatase binding + 0.6279 62.79%
PPAR gamma + 0.7144 71.44%
Honey bee toxicity - 0.7542 75.42%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.8972 89.72%

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
CHEMBL2581 P07339 Cathepsin D 99.49% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.84% 86.33%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.78% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.69% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 96.62% 85.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 94.73% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.89% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.80% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 90.38% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.44% 99.23%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 87.63% 93.10%
CHEMBL4531 P17931 Galectin-3 87.42% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.40% 89.00%
CHEMBL2535 P11166 Glucose transporter 86.99% 98.75%
CHEMBL1744525 P43490 Nicotinamide phosphoribosyltransferase 86.40% 96.25%
CHEMBL4208 P20618 Proteasome component C5 85.36% 90.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.10% 94.00%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.38% 85.31%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 81.74% 92.67%
CHEMBL256 P0DMS8 Adenosine A3 receptor 81.63% 95.93%
CHEMBL255 P29275 Adenosine A2b receptor 81.25% 98.59%
CHEMBL1781 P11387 DNA topoisomerase I 80.88% 97.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.72% 93.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.57% 95.89%

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 9940744
LOTUS LTS0029165
wikiData Q104947209