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Dimethyl 13-[17,18-dihydroxy-4-methoxy-2,18-bis(methoxycarbonyl)-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6,14-tetraen-14-yl]-17,18-dihydroxy-4-methoxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6,14-tetraene-2,18-dicarboxylate

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 5c667cf4-4eba-4e3b-a07f-b9ed9c8eb857
Taxonomy Alkaloids and derivatives > Aspidofractine alkaloids
IUPAC Name dimethyl 13-[17,18-dihydroxy-4-methoxy-2,18-bis(methoxycarbonyl)-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6,14-tetraen-14-yl]-17,18-dihydroxy-4-methoxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6,14-tetraene-2,18-dicarboxylate
SMILES (Canonical) COC1=CC=CC2=C1N(C34C25CCN6C5C(CC3)(C=CC6C7=CC89CCC1(C2(C8N(C7)CC2)C2=C(N1C(=O)OC)C(=CC=C2)OC)C(C9O)(C(=O)OC)O)C(C4(C(=O)OC)O)O)C(=O)OC
SMILES (Isomeric) COC1=CC=CC2=C1N(C34C25CCN6C5C(CC3)(C=CC6C7=CC89CCC1(C2(C8N(C7)CC2)C2=C(N1C(=O)OC)C(=CC=C2)OC)C(C9O)(C(=O)OC)O)C(C4(C(=O)OC)O)O)C(=O)OC
InChI InChI=1S/C48H54N4O14/c1-61-29-11-7-9-26-31(29)51(39(57)65-5)45-18-16-42(36(54)48(45,60)38(56)64-4)23-25(24-49-21-19-43(26,45)33(42)49)28-13-14-41-15-17-46(47(59,35(41)53)37(55)63-3)44(20-22-50(28)34(41)44)27-10-8-12-30(62-2)32(27)52(46)40(58)66-6/h7-14,23,28,33-36,53-54,59-60H,15-22,24H2,1-6H3
InChI Key YIVXZTQSQONGGM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H54N4O14
Molecular Weight 911.00 g/mol
Exact Mass 910.36365241 g/mol
Topological Polar Surface Area (TPSA) 218.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.67
H-Bond Acceptor 16
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Dimethyl 13-[17,18-dihydroxy-4-methoxy-2,18-bis(methoxycarbonyl)-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6,14-tetraen-14-yl]-17,18-dihydroxy-4-methoxy-2,12-diazahexacyclo[14.2.2.19,12.01,9.03,8.016,21]henicosa-3(8),4,6,14-tetraene-2,18-dicarboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8786 87.86%
Caco-2 - 0.8381 83.81%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8077 80.77%
OATP2B1 inhibitior - 0.8668 86.68%
OATP1B1 inhibitior + 0.8946 89.46%
OATP1B3 inhibitior + 0.9153 91.53%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9836 98.36%
P-glycoprotein inhibitior + 0.7738 77.38%
P-glycoprotein substrate + 0.7375 73.75%
CYP3A4 substrate + 0.7156 71.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.3551 35.51%
CYP3A4 inhibition - 0.8660 86.60%
CYP2C9 inhibition - 0.8109 81.09%
CYP2C19 inhibition - 0.8380 83.80%
CYP2D6 inhibition - 0.8624 86.24%
CYP1A2 inhibition - 0.8199 81.99%
CYP2C8 inhibition + 0.6796 67.96%
CYP inhibitory promiscuity - 0.9166 91.66%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.4905 49.05%
Eye corrosion - 0.9858 98.58%
Eye irritation - 0.9045 90.45%
Skin irritation - 0.7607 76.07%
Skin corrosion - 0.9361 93.61%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7641 76.41%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.5098 50.98%
skin sensitisation - 0.8677 86.77%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity + 0.6241 62.41%
Acute Oral Toxicity (c) III 0.6067 60.67%
Estrogen receptor binding + 0.7809 78.09%
Androgen receptor binding + 0.7770 77.70%
Thyroid receptor binding + 0.6617 66.17%
Glucocorticoid receptor binding + 0.7637 76.37%
Aromatase binding + 0.6016 60.16%
PPAR gamma + 0.7770 77.70%
Honey bee toxicity - 0.7558 75.58%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9918 99.18%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.46% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.48% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.04% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.39% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.07% 95.56%
CHEMBL220 P22303 Acetylcholinesterase 91.99% 94.45%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.87% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.49% 97.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.10% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.69% 86.33%
CHEMBL4208 P20618 Proteasome component C5 89.23% 90.00%
CHEMBL5028 O14672 ADAM10 89.11% 97.50%
CHEMBL221 P23219 Cyclooxygenase-1 88.94% 90.17%
CHEMBL2535 P11166 Glucose transporter 85.28% 98.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.88% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.36% 96.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.35% 96.38%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.24% 93.03%
CHEMBL205 P00918 Carbonic anhydrase II 82.16% 98.44%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.50% 82.69%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.78% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.26% 91.19%

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.
Kopsia teoi

Cross-Links

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PubChem 163044479
LOTUS LTS0033700
wikiData Q105349070