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(1S,4R,7S,9R)-4-(1H-imidazol-5-ylmethyl)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione

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 85c1084c-5e6e-4c8f-b6f3-47abb558eefe
Taxonomy Organoheterocyclic compounds > Indoles and derivatives > Pyrroloindoles
IUPAC Name (1S,4R,7S,9R)-4-(1H-imidazol-5-ylmethyl)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C22H25N5O2/c1-4-21(2,3)22-10-17-18(28)25-16(9-13-11-23-12-24-13)19(29)27(17)20(22)26-15-8-6-5-7-14(15)22/h4-8,11-12,16-17,20,26H,1,9-10H2,2-3H3,(H,23,24)(H,25,28)/t16-,17+,20+,22-/m1/s1
InChI Key IQVNREJWRXOHEO-HBCLNWRISA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C22H25N5O2
Molecular Weight 391.50 g/mol
Exact Mass 391.20082506 g/mol
Topological Polar Surface Area (TPSA) 90.10 Ų
XlogP 2.90
Atomic LogP (AlogP) 1.95
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,4R,7S,9R)-4-(1H-imidazol-5-ylmethyl)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9893 98.93%
Caco-2 - 0.6506 65.06%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.4707 47.07%
OATP2B1 inhibitior - 0.7168 71.68%
OATP1B1 inhibitior + 0.8763 87.63%
OATP1B3 inhibitior + 0.9399 93.99%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.6964 69.64%
BSEP inhibitior + 0.7716 77.16%
P-glycoprotein inhibitior - 0.4835 48.35%
P-glycoprotein substrate + 0.5996 59.96%
CYP3A4 substrate + 0.6631 66.31%
CYP2C9 substrate - 0.8052 80.52%
CYP2D6 substrate - 0.8736 87.36%
CYP3A4 inhibition + 0.7429 74.29%
CYP2C9 inhibition - 0.5253 52.53%
CYP2C19 inhibition - 0.5233 52.33%
CYP2D6 inhibition - 0.8165 81.65%
CYP1A2 inhibition - 0.5707 57.07%
CYP2C8 inhibition + 0.5868 58.68%
CYP inhibitory promiscuity + 0.8546 85.46%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.5624 56.24%
Eye corrosion - 0.9881 98.81%
Eye irritation - 0.9868 98.68%
Skin irritation - 0.7996 79.96%
Skin corrosion - 0.9349 93.49%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7494 74.94%
Micronuclear + 0.8700 87.00%
Hepatotoxicity + 0.5983 59.83%
skin sensitisation - 0.8626 86.26%
Respiratory toxicity + 0.8778 87.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.8280 82.80%
Acute Oral Toxicity (c) III 0.4444 44.44%
Estrogen receptor binding + 0.6466 64.66%
Androgen receptor binding + 0.6978 69.78%
Thyroid receptor binding + 0.6190 61.90%
Glucocorticoid receptor binding + 0.5578 55.78%
Aromatase binding - 0.4915 49.15%
PPAR gamma + 0.6474 64.74%
Honey bee toxicity - 0.7979 79.79%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9051 90.51%

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 97.12% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 96.35% 94.75%
CHEMBL3524 P56524 Histone deacetylase 4 95.55% 92.97%
CHEMBL2581 P07339 Cathepsin D 94.09% 98.95%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 92.50% 97.64%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 92.02% 93.40%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.68% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.54% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.53% 95.56%
CHEMBL3310 Q96DB2 Histone deacetylase 11 90.46% 88.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.19% 86.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.61% 90.08%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.50% 91.11%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 89.49% 93.03%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 88.46% 96.39%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.13% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.07% 94.45%
CHEMBL3038469 P24941 CDK2/Cyclin A 83.88% 91.38%
CHEMBL1902 P62942 FK506-binding protein 1A 83.86% 97.05%
CHEMBL255 P29275 Adenosine A2b receptor 82.90% 98.59%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.90% 94.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.01% 97.09%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.30% 97.33%
CHEMBL3869 P50281 Matrix metalloproteinase 14 80.25% 93.10%
CHEMBL5028 O14672 ADAM10 80.08% 97.50%

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.
There are no matching plants.

Cross-Links

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PubChem 51535466
LOTUS LTS0059851
wikiData Q105118624