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(1S,12S,14S,15S,18S)-10-[(1S,12S,14S,15S,18S)-18-carboxy-15-ethyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-15-ethyl-12-hydroxy-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylic acid

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 1e584b75-be31-4c6b-a444-8e3e723de813
Taxonomy Alkaloids and derivatives > Vobasan alkaloids
IUPAC Name (1S,12S,14S,15S,18S)-10-[(1S,12S,14S,15S,18S)-18-carboxy-15-ethyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-15-ethyl-12-hydroxy-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylic acid
SMILES (Canonical) CCC1CN(C2CC3=C(C(CC1C2C(=O)O)N4C5=CC=CC=C5C6=C4C(CC7C(CN(C(C6)C7C(=O)O)C)CC)O)NC8=CC=CC=C38)C
SMILES (Isomeric) CC[C@@H]1CN([C@H]2CC3=C([C@H](C[C@@H]1[C@@H]2C(=O)O)N4C5=CC=CC=C5C6=C4[C@H](C[C@H]7[C@@H](CN([C@@H](C6)[C@H]7C(=O)O)C)CC)O)NC8=CC=CC=C38)C
InChI InChI=1S/C40H50N4O5/c1-5-21-19-42(3)31-16-27-23-11-7-9-13-29(23)41-37(27)33(15-25(21)35(31)39(46)47)44-30-14-10-8-12-24(30)28-17-32-36(40(48)49)26(18-34(45)38(28)44)22(6-2)20-43(32)4/h7-14,21-22,25-26,31-36,41,45H,5-6,15-20H2,1-4H3,(H,46,47)(H,48,49)/t21-,22-,25+,26+,31+,32+,33+,34+,35+,36+/m1/s1
InChI Key GJMPYTWFANAIKL-HWAZBDABSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C40H50N4O5
Molecular Weight 666.80 g/mol
Exact Mass 666.37812071 g/mol
Topological Polar Surface Area (TPSA) 122.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 5.95
H-Bond Acceptor 6
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 (1S,12S,14S,15S,18S)-10-[(1S,12S,14S,15S,18S)-18-carboxy-15-ethyl-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraen-12-yl]-15-ethyl-12-hydroxy-17-methyl-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9245 92.45%
Caco-2 - 0.8208 82.08%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Lysosomes 0.4005 40.05%
OATP2B1 inhibitior - 0.5696 56.96%
OATP1B1 inhibitior + 0.8846 88.46%
OATP1B3 inhibitior + 0.9111 91.11%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.9588 95.88%
P-glycoprotein inhibitior + 0.7975 79.75%
P-glycoprotein substrate + 0.7766 77.66%
CYP3A4 substrate + 0.6963 69.63%
CYP2C9 substrate - 0.8064 80.64%
CYP2D6 substrate - 0.6604 66.04%
CYP3A4 inhibition - 0.9671 96.71%
CYP2C9 inhibition - 0.8845 88.45%
CYP2C19 inhibition - 0.8473 84.73%
CYP2D6 inhibition - 0.8745 87.45%
CYP1A2 inhibition - 0.9400 94.00%
CYP2C8 inhibition + 0.5287 52.87%
CYP inhibitory promiscuity - 0.9176 91.76%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6136 61.36%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9353 93.53%
Skin irritation - 0.8013 80.13%
Skin corrosion - 0.9427 94.27%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7072 70.72%
Micronuclear + 0.7700 77.00%
Hepatotoxicity + 0.5219 52.19%
skin sensitisation - 0.8947 89.47%
Respiratory toxicity + 0.9444 94.44%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8142 81.42%
Acute Oral Toxicity (c) III 0.6035 60.35%
Estrogen receptor binding + 0.8014 80.14%
Androgen receptor binding + 0.7631 76.31%
Thyroid receptor binding + 0.5598 55.98%
Glucocorticoid receptor binding + 0.7276 72.76%
Aromatase binding + 0.5664 56.64%
PPAR gamma + 0.6843 68.43%
Honey bee toxicity - 0.8349 83.49%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9159 91.59%

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 99.08% 96.09%
CHEMBL2581 P07339 Cathepsin D 97.09% 98.95%
CHEMBL255 P29275 Adenosine A2b receptor 96.37% 98.59%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.75% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.63% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.80% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 92.15% 91.49%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.28% 94.62%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 85.00% 94.23%
CHEMBL217 P14416 Dopamine D2 receptor 84.55% 95.62%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 84.02% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.98% 85.14%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 83.78% 97.50%
CHEMBL228 P31645 Serotonin transporter 83.78% 95.51%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.42% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.21% 99.23%
CHEMBL2535 P11166 Glucose transporter 82.62% 98.75%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.39% 94.08%
CHEMBL5028 O14672 ADAM10 82.15% 97.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.93% 93.56%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 80.60% 90.71%

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 coffeoides

Cross-Links

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PubChem 102076557
LOTUS LTS0012987
wikiData Q105009477