dimethyl (2R,6S,13R,22R,23R,24R,35S,38S,39R)-13,24-diethyl-23,32-dihydroxy-30,31-dimethoxy-21-oxa-1,9,17,28-tetrazaundecacyclo[22.13.1.16,9.02,22.03,20.05,18.06,16.027,35.029,34.035,38.013,39]nonatriaconta-3,5(18),11,15,19,26,29,31,33-nonaene-15,26-dicarboxylate

Details

Top
Internal ID 0ba3963f-6bce-4e2b-9046-75d39d7360c9
Taxonomy Alkaloids and derivatives > Aspidospermatan-type alkaloids
IUPAC Name dimethyl (2R,6S,13R,22R,23R,24R,35S,38S,39R)-13,24-diethyl-23,32-dihydroxy-30,31-dimethoxy-21-oxa-1,9,17,28-tetrazaundecacyclo[22.13.1.16,9.02,22.03,20.05,18.06,16.027,35.029,34.035,38.013,39]nonatriaconta-3,5(18),11,15,19,26,29,31,33-nonaene-15,26-dicarboxylate
SMILES (Canonical) CCC12CC(=C3C4(C1N(CC4)CC=C2)C5=C(N3)C=C6C(=C5)C7C(O6)C(C8(CC(=C9C1(C8N7CC1)C1=CC(=C(C(=C1N9)OC)OC)O)C(=O)OC)CC)O)C(=O)OC
SMILES (Isomeric) CC[C@]12CC(=C3[C@]4([C@@H]1N(CC4)CC=C2)C5=C(N3)C=C6C(=C5)[C@@H]7[C@@H](O6)[C@@H]([C@@]8(CC(=C9[C@]1([C@@H]8N7CC1)C1=CC(=C(C(=C1N9)OC)OC)O)C(=O)OC)CC)O)C(=O)OC
InChI InChI=1S/C44H50N4O9/c1-7-41-10-9-13-47-14-11-43(39(41)47)24-16-21-28(18-26(24)45-34(43)22(19-41)37(51)55-5)57-33-30(21)48-15-12-44-25-17-27(49)31(53-3)32(54-4)29(25)46-35(44)23(38(52)56-6)20-42(8-2,36(33)50)40(44)48/h9-10,16-18,30,33,36,39-40,45-46,49-50H,7-8,11-15,19-20H2,1-6H3/t30-,33-,36+,39-,40-,41+,42+,43-,44-/m1/s1
InChI Key XVLKCTCGGIJHCK-FHWAOMOESA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C44H50N4O9
Molecular Weight 778.90 g/mol
Exact Mass 778.35777919 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.79
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of dimethyl (2R,6S,13R,22R,23R,24R,35S,38S,39R)-13,24-diethyl-23,32-dihydroxy-30,31-dimethoxy-21-oxa-1,9,17,28-tetrazaundecacyclo[22.13.1.16,9.02,22.03,20.05,18.06,16.027,35.029,34.035,38.013,39]nonatriaconta-3,5(18),11,15,19,26,29,31,33-nonaene-15,26-dicarboxylate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8388 83.88%
Caco-2 - 0.8168 81.68%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7513 75.13%
OATP2B1 inhibitior + 0.5527 55.27%
OATP1B1 inhibitior + 0.8355 83.55%
OATP1B3 inhibitior + 0.9095 90.95%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9904 99.04%
P-glycoprotein inhibitior + 0.7986 79.86%
P-glycoprotein substrate + 0.7887 78.87%
CYP3A4 substrate + 0.7345 73.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8105 81.05%
CYP3A4 inhibition - 0.8012 80.12%
CYP2C9 inhibition - 0.8133 81.33%
CYP2C19 inhibition - 0.8807 88.07%
CYP2D6 inhibition - 0.7973 79.73%
CYP1A2 inhibition - 0.8410 84.10%
CYP2C8 inhibition + 0.7368 73.68%
CYP inhibitory promiscuity - 0.7626 76.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.4452 44.52%
Eye corrosion - 0.9866 98.66%
Eye irritation - 0.9189 91.89%
Skin irritation - 0.7594 75.94%
Skin corrosion - 0.9332 93.32%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3668 36.68%
Micronuclear + 0.7500 75.00%
Hepatotoxicity + 0.6750 67.50%
skin sensitisation - 0.8506 85.06%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.8033 80.33%
Acute Oral Toxicity (c) III 0.6030 60.30%
Estrogen receptor binding + 0.8320 83.20%
Androgen receptor binding + 0.7569 75.69%
Thyroid receptor binding + 0.6389 63.89%
Glucocorticoid receptor binding + 0.8016 80.16%
Aromatase binding + 0.7025 70.25%
PPAR gamma + 0.7669 76.69%
Honey bee toxicity - 0.7338 73.38%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9910 99.10%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.28% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.02% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.17% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.13% 94.45%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 93.17% 90.71%
CHEMBL4208 P20618 Proteasome component C5 93.14% 90.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 90.93% 91.07%
CHEMBL2581 P07339 Cathepsin D 89.01% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.83% 86.33%
CHEMBL3922 P50579 Methionine aminopeptidase 2 88.76% 97.28%
CHEMBL204 P00734 Thrombin 88.13% 96.01%
CHEMBL2041 P07949 Tyrosine-protein kinase receptor RET 88.08% 91.79%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.19% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.43% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.21% 94.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 85.17% 96.38%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.98% 99.23%
CHEMBL4040 P28482 MAP kinase ERK2 84.61% 83.82%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.42% 93.03%
CHEMBL2413 P32246 C-C chemokine receptor type 1 83.21% 89.50%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.09% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.97% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.83% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.17% 94.33%
CHEMBL340 P08684 Cytochrome P450 3A4 81.44% 91.19%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.21% 100.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.84% 94.42%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.32% 100.00%

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.
Tabernaemontana bovina

Cross-Links

Top
PubChem 162818904
LOTUS LTS0186538
wikiData Q105342953