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(1S,9S,12S,13S,15R,20R)-12-ethyl-4-[(1R,9R,12S,13S,15R,20R)-12-ethyl-8-methyl-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2,4,6-trien-9-yl]-8-methyl-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2(7),3,5-triene

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 bb99df73-ef17-421a-b9ee-b60c98836c09
Taxonomy Alkaloids and derivatives > Aspidospermatan-type alkaloids
IUPAC Name (1S,9S,12S,13S,15R,20R)-12-ethyl-4-[(1R,9R,12S,13S,15R,20R)-12-ethyl-8-methyl-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2,4,6-trien-9-yl]-8-methyl-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2(7),3,5-triene
SMILES (Canonical) CCC12CCC3C4(C1N(CC4)CC5C2O5)C6=C(N3C)C=CC(=C6)C78CCC9(C1C(O1)CN1C9C7(CC1)C1=CC=CC=C1N8C)CC
SMILES (Isomeric) CC[C@]12CC[C@H]3[C@@]4([C@H]1N(CC4)C[C@@H]5[C@H]2O5)C6=C(N3C)C=CC(=C6)[C@]78CC[C@@]9([C@H]1[C@H](O1)CN1[C@@H]9[C@@]7(CC1)C1=CC=CC=C1N8C)CC
InChI InChI=1S/C40H50N4O2/c1-5-36-14-13-31-38(17-19-43(34(36)38)22-29-32(36)45-29)26-21-24(11-12-27(26)41(31)3)40-16-15-37(6-2)33-30(46-33)23-44-20-18-39(40,35(37)44)25-9-7-8-10-28(25)42(40)4/h7-12,21,29-35H,5-6,13-20,22-23H2,1-4H3/t29-,30-,31+,32-,33-,34+,35+,36-,37-,38+,39-,40-/m1/s1
InChI Key JGSVLTPLGGGCRI-FKAXQFMSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H50N4O2
Molecular Weight 618.80 g/mol
Exact Mass 618.39337685 g/mol
Topological Polar Surface Area (TPSA) 38.00 Ų
XlogP 5.80
Atomic LogP (AlogP) 5.42
H-Bond Acceptor 6
H-Bond Donor 0
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,9S,12S,13S,15R,20R)-12-ethyl-4-[(1R,9R,12S,13S,15R,20R)-12-ethyl-8-methyl-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2,4,6-trien-9-yl]-8-methyl-14-oxa-8,17-diazahexacyclo[10.7.1.01,9.02,7.013,15.017,20]icosa-2(7),3,5-triene

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9700 97.00%
Caco-2 - 0.7181 71.81%
Blood Brain Barrier + 0.9750 97.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5171 51.71%
OATP2B1 inhibitior - 0.8546 85.46%
OATP1B1 inhibitior + 0.8710 87.10%
OATP1B3 inhibitior + 0.9446 94.46%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior + 0.9962 99.62%
P-glycoprotein inhibitior + 0.8551 85.51%
P-glycoprotein substrate + 0.6688 66.88%
CYP3A4 substrate + 0.6489 64.89%
CYP2C9 substrate - 0.6106 61.06%
CYP2D6 substrate + 0.5533 55.33%
CYP3A4 inhibition + 0.5116 51.16%
CYP2C9 inhibition - 0.7473 74.73%
CYP2C19 inhibition - 0.6595 65.95%
CYP2D6 inhibition - 0.7186 71.86%
CYP1A2 inhibition - 0.8259 82.59%
CYP2C8 inhibition + 0.5163 51.63%
CYP inhibitory promiscuity - 0.6635 66.35%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.6603 66.03%
Eye corrosion - 0.9887 98.87%
Eye irritation - 0.9309 93.09%
Skin irritation - 0.8231 82.31%
Skin corrosion - 0.9337 93.37%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8896 88.96%
Micronuclear + 0.5600 56.00%
Hepatotoxicity + 0.5750 57.50%
skin sensitisation - 0.8331 83.31%
Respiratory toxicity + 0.9111 91.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.7878 78.78%
Acute Oral Toxicity (c) III 0.6038 60.38%
Estrogen receptor binding + 0.8223 82.23%
Androgen receptor binding + 0.7797 77.97%
Thyroid receptor binding + 0.6151 61.51%
Glucocorticoid receptor binding + 0.7348 73.48%
Aromatase binding + 0.5742 57.42%
PPAR gamma + 0.6940 69.40%
Honey bee toxicity - 0.8991 89.91%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.8135 81.35%

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 98.69% 96.09%
CHEMBL233 P35372 Mu opioid receptor 94.67% 97.93%
CHEMBL2581 P07339 Cathepsin D 94.50% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.11% 86.33%
CHEMBL238 Q01959 Dopamine transporter 92.06% 95.88%
CHEMBL2140 P48775 Tryptophan 2,3-dioxygenase 90.08% 98.46%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 88.92% 90.24%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.28% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.13% 95.56%
CHEMBL4581 P52732 Kinesin-like protein 1 86.12% 93.18%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.00% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.00% 100.00%
CHEMBL3902 P09211 Glutathione S-transferase Pi 83.95% 93.81%
CHEMBL5805 Q9NR97 Toll-like receptor 8 83.44% 96.25%
CHEMBL2327 P21452 Neurokinin 2 receptor 83.32% 98.89%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 82.55% 93.40%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.17% 82.69%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.70% 93.04%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.57% 100.00%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.44% 95.17%
CHEMBL5028 O14672 ADAM10 80.83% 97.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.74% 95.83%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.56% 96.00%

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.
Tabernaemontana bovina

Cross-Links

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PubChem 162874695
LOTUS LTS0065098
wikiData Q105127688