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6-[(1R,13S,14R,18R)-13-hydroxy-16-oxo-19-(9H-pyrido[3,4-b]indol-1-yl)-4,15-diazatetracyclo[11.5.2.14,18.014,18]henicosa-9,19-dien-15-yl]hex-2-enoic 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 bd486fe7-e677-424d-a1e8-3c40dd6de9ad
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 6-[(1R,13S,14R,18R)-13-hydroxy-16-oxo-19-(9H-pyrido[3,4-b]indol-1-yl)-4,15-diazatetracyclo[11.5.2.14,18.014,18]henicosa-9,19-dien-15-yl]hex-2-enoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H42N4O4/c41-30-23-35-24-39-19-10-4-2-1-3-9-17-36(44,34(35)40(30)20-11-5-6-14-31(42)43)22-27(28(35)16-21-39)32-33-26(15-18-37-32)25-12-7-8-13-29(25)38-33/h1,3,6-8,12-15,18,22,28,34,38,44H,2,4-5,9-11,16-17,19-21,23-24H2,(H,42,43)/t28-,34+,35-,36-/m0/s1
InChI Key XYVSFWIZDFYJPS-DZHQHNHSSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H42N4O4
Molecular Weight 594.70 g/mol
Exact Mass 594.32060583 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 5.69
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[(1R,13S,14R,18R)-13-hydroxy-16-oxo-19-(9H-pyrido[3,4-b]indol-1-yl)-4,15-diazatetracyclo[11.5.2.14,18.014,18]henicosa-9,19-dien-15-yl]hex-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9328 93.28%
Caco-2 - 0.8672 86.72%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.8230 82.30%
OATP2B1 inhibitior - 0.7087 70.87%
OATP1B1 inhibitior + 0.8499 84.99%
OATP1B3 inhibitior + 0.9259 92.59%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7561 75.61%
BSEP inhibitior + 0.9939 99.39%
P-glycoprotein inhibitior + 0.8946 89.46%
P-glycoprotein substrate + 0.7513 75.13%
CYP3A4 substrate + 0.7344 73.44%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8301 83.01%
CYP3A4 inhibition - 0.5461 54.61%
CYP2C9 inhibition - 0.6498 64.98%
CYP2C19 inhibition - 0.7252 72.52%
CYP2D6 inhibition - 0.8624 86.24%
CYP1A2 inhibition - 0.8037 80.37%
CYP2C8 inhibition + 0.7426 74.26%
CYP inhibitory promiscuity - 0.7194 71.94%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5773 57.73%
Eye corrosion - 0.9911 99.11%
Eye irritation - 0.9433 94.33%
Skin irritation - 0.7712 77.12%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5179 51.79%
Micronuclear + 0.8500 85.00%
Hepatotoxicity - 0.5817 58.17%
skin sensitisation - 0.8821 88.21%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity - 0.9329 93.29%
Acute Oral Toxicity (c) III 0.6130 61.30%
Estrogen receptor binding + 0.7911 79.11%
Androgen receptor binding + 0.7820 78.20%
Thyroid receptor binding + 0.5456 54.56%
Glucocorticoid receptor binding + 0.6767 67.67%
Aromatase binding + 0.5363 53.63%
PPAR gamma + 0.7102 71.02%
Honey bee toxicity - 0.8066 80.66%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.8791 87.91%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.04% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.86% 89.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 94.46% 91.71%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.09% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.52% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.35% 99.23%
CHEMBL3310 Q96DB2 Histone deacetylase 11 90.39% 88.56%
CHEMBL1937 Q92769 Histone deacetylase 2 90.14% 94.75%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 89.29% 94.08%
CHEMBL2581 P07339 Cathepsin D 89.12% 98.95%
CHEMBL1781 P11387 DNA topoisomerase I 88.92% 97.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.90% 94.62%
CHEMBL1829 O15379 Histone deacetylase 3 88.53% 95.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 87.82% 90.08%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.75% 94.45%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.57% 93.00%
CHEMBL4302 P08183 P-glycoprotein 1 87.37% 92.98%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.08% 86.33%
CHEMBL255 P29275 Adenosine A2b receptor 85.94% 98.59%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 85.85% 97.64%
CHEMBL4208 P20618 Proteasome component C5 85.59% 90.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 85.19% 100.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.74% 94.23%
CHEMBL325 Q13547 Histone deacetylase 1 82.16% 95.92%
CHEMBL5646 Q6L5J4 FML2_HUMAN 81.51% 100.00%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 81.44% 96.00%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 80.58% 90.71%
CHEMBL1868 P17948 Vascular endothelial growth factor receptor 1 80.22% 96.47%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.03% 97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162818995
LOTUS LTS0263123
wikiData Q105344695