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Ecteinascidin 743

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 adf0b76e-45ac-454a-b240-972cf78dd044
Taxonomy Benzenoids > Benzene and substituted derivatives > Benzazocines
IUPAC Name (5,6',12-trihydroxy-6,7'-dimethoxy-7,21,30-trimethyl-27-oxospiro[17,19,28-trioxa-24-thia-13,30-diazaheptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triaconta-4(9),5,7,15,20,22-hexaene-26,1'-3,4-dihydro-2H-isoquinoline]-22-yl) acetate
SMILES (Canonical) CC1=CC2=C(C3C4C5C6=C(C(=C7C(=C6C(N4C(C(C2)N3C)O)COC(=O)C8(CS5)C9=CC(=C(C=C9CCN8)O)OC)OCO7)C)OC(=O)C)C(=C1OC)O
SMILES (Isomeric) CC1=CC2=C(C3C4C5C6=C(C(=C7C(=C6C(N4C(C(C2)N3C)O)COC(=O)C8(CS5)C9=CC(=C(C=C9CCN8)O)OC)OCO7)C)OC(=O)C)C(=C1OC)O
InChI InChI=1S/C39H43N3O11S/c1-16-9-20-10-22-37(46)42-23-13-50-38(47)39(21-12-25(48-5)24(44)11-19(21)7-8-40-39)14-54-36(30(42)29(41(22)4)26(20)31(45)32(16)49-6)28-27(23)35-34(51-15-52-35)17(2)33(28)53-18(3)43/h9,11-12,22-23,29-30,36-37,40,44-46H,7-8,10,13-15H2,1-6H3
InChI Key PKVRCIRHQMSYJX-UHFFFAOYSA-N
Popularity 661 references in papers

Physical and Chemical Properties

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Molecular Formula C39H43N3O11S
Molecular Weight 761.80 g/mol
Exact Mass 761.26183037 g/mol
Topological Polar Surface Area (TPSA) 194.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.41
H-Bond Acceptor 15
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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114899-77-3
(5,6',12-Trihydroxy-6,7'-dimethoxy-7,21,30-trimethyl-27-oxospiro[17,19,28-trioxa-24-thia-13,30-diazaheptacyclo[12.9.6.13,11.02,13.04,9.015,23.016,20]triaconta-4(9),5,7,15,20,22-hexaene-26,1'-3,4-dihydro-2H-isoquinoline]-22-yl) acetate
DTXSID30861227
BCP09790
FT-0675342
[(1R,2R,3R,11S,12S,14R,26R)-5,6',12-trihydroxy-6,7'-dimethoxy-7,21,30-trimethyl-27-oxospiro[17,19,28-trioxa-24-thia-13,30-diazaheptacyclo[12.9.6.1^{3,11.0^{2,13.0^{4,9.0^{15,23.0^{16,20]triaconta-4(9),5,7,15,20,22-hexaene-26,1'-3,4-dihydro-2H-isoquinoline]-22-yl] acetate
5-(acetyloxy)-3',4',6,6a,7,13,14,16-octahydro-6',8,14-trihydroxy-7',9-dimethoxy-4,10,23-trimethyl-,[6R-(6a,6a3,73,133,143,16a,20R*)]
6',8,14-Trihydroxy-7',9-dimethoxy-4,10,23-trimethyl-19-oxo-3',4',6,7,12,13,14,16-octahydro-2H,2'H,6aH-spiro[7,13-epimino-6,16-(epithiopropanooxymethano)[1,3]dioxolo[7,8]isoquinolino[3,2-b][3]benzazocine-20,1'-isoquinolin]-5-yl acetate

2D Structure

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2D Structure of Ecteinascidin 743

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6192 61.92%
Caco-2 - 0.8240 82.40%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Lysosomes 0.3938 39.38%
OATP2B1 inhibitior + 0.5686 56.86%
OATP1B1 inhibitior + 0.8476 84.76%
OATP1B3 inhibitior + 0.9242 92.42%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.9772 97.72%
P-glycoprotein inhibitior + 0.7712 77.12%
P-glycoprotein substrate + 0.7739 77.39%
CYP3A4 substrate + 0.7307 73.07%
CYP2C9 substrate - 0.8000 80.00%
CYP2D6 substrate - 0.7571 75.71%
CYP3A4 inhibition + 0.8832 88.32%
CYP2C9 inhibition - 0.5287 52.87%
CYP2C19 inhibition - 0.5436 54.36%
CYP2D6 inhibition - 0.6514 65.14%
CYP1A2 inhibition - 0.8040 80.40%
CYP2C8 inhibition + 0.6793 67.93%
CYP inhibitory promiscuity - 0.6677 66.77%
UGT catelyzed - 0.9000 90.00%
Carcinogenicity (binary) - 0.9000 90.00%
Carcinogenicity (trinary) Non-required 0.6349 63.49%
Eye corrosion - 0.9865 98.65%
Eye irritation - 0.9260 92.60%
Skin irritation - 0.7652 76.52%
Skin corrosion - 0.9323 93.23%
Ames mutagenesis + 0.9300 93.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6788 67.88%
Micronuclear + 0.6800 68.00%
Hepatotoxicity + 0.7375 73.75%
skin sensitisation - 0.8662 86.62%
Respiratory toxicity + 0.9222 92.22%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8593 85.93%
Acute Oral Toxicity (c) III 0.5824 58.24%
Estrogen receptor binding + 0.8541 85.41%
Androgen receptor binding + 0.8696 86.96%
Thyroid receptor binding + 0.5871 58.71%
Glucocorticoid receptor binding + 0.8970 89.70%
Aromatase binding + 0.7030 70.30%
PPAR gamma + 0.8708 87.08%
Honey bee toxicity - 0.5958 59.58%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9333 93.33%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL5514 P42858 Huntingtin 2.5 nM
 Potency
 via Super-PRED
CHEMBL267 P12931 Tyrosine-protein kinase SRC 208 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.98% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.10% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 98.03% 96.77%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.94% 96.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 97.78% 93.40%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.23% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.18% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.87% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.97% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.18% 95.56%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.43% 99.15%
CHEMBL340 P08684 Cytochrome P450 3A4 89.99% 91.19%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.81% 99.23%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 89.66% 90.71%
CHEMBL1907598 P05106 Integrin alpha-V/beta-3 89.25% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.88% 92.62%
CHEMBL2413 P32246 C-C chemokine receptor type 1 87.91% 89.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.15% 95.89%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 87.08% 85.00%
CHEMBL213 P08588 Beta-1 adrenergic receptor 86.75% 95.56%
CHEMBL2069156 Q14145 Kelch-like ECH-associated protein 1 85.99% 82.38%
CHEMBL217 P14416 Dopamine D2 receptor 85.81% 95.62%
CHEMBL2056 P21728 Dopamine D1 receptor 85.65% 91.00%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 85.26% 91.03%
CHEMBL4208 P20618 Proteasome component C5 85.24% 90.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.02% 86.33%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 84.43% 89.62%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 84.06% 95.34%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 84.03% 96.39%
CHEMBL2535 P11166 Glucose transporter 80.89% 98.75%
CHEMBL4040 P28482 MAP kinase ERK2 80.74% 83.82%

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 3199
LOTUS LTS0078898
wikiData Q105210697